Downtown Winter Garden Events
Weekly, holiday, and annual flagship events make Downtown the place to be! From “Friday’s on the Plaza” live musical performances, Saturday Farmers Market; to the annual Spring Fever in the Garden, Halloween Experience, Shop Small Business Saturday, and month-long ‘Tis the Season events — there is always something happening Downtown!
September 2022

Art Exhibition: At the Movies – Winter Garden’s Silver Screens
Thursday, September 1
7:30 am - 5:30 pm
Presented by the Winter Garden Heritage Foundation, the exhibit features photographs and artifacts that bring to life the history of Winter Garden’s theaters.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Art Exhibition: Objects of Affection
Thursday, September 1
10:00 am - 6:00 pm
The exhibit features the things we love, adore, and obsess over in life.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Thursday, September 1
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Thursday, September 1
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: At the Movies – Winter Garden’s Silver Screens
Friday, September 2
7:30 am - 5:30 pm
Presented by the Winter Garden Heritage Foundation, the exhibit features photographs and artifacts that bring to life the history of Winter Garden’s theaters.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Art Exhibition: Objects of Affection
Friday, September 2
10:00 am - 6:00 pm
The exhibit features the things we love, adore, and obsess over in life.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Friday, September 2
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Friday, September 2
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Fridays on the Plaza
Friday, September 2
7:00 pm - 9:00 pm
Renegade Fusion (Country)
Downtown Winter Garden, Centennial Plaza Gazebo
Winter Garden Farmers Market
Saturday, September 3
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: Objects of Affection
Saturday, September 3
10:00 am - 6:00 pm
The exhibit features the things we love, adore, and obsess over in life.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Saturday, September 3
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Saturday, September 3
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: At the Movies – Winter Garden’s Silver Screens
Tuesday, September 6
7:30 am - 5:30 pm
Presented by the Winter Garden Heritage Foundation, the exhibit features photographs and artifacts that bring to life the history of Winter Garden’s theaters.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Art Exhibition: Objects of Affection
Tuesday, September 6
10:00 am - 6:00 pm
The exhibit features the things we love, adore, and obsess over in life.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Tuesday, September 6
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Tuesday, September 6
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: At the Movies – Winter Garden’s Silver Screens
Wednesday, September 7
7:30 am - 5:30 pm
Presented by the Winter Garden Heritage Foundation, the exhibit features photographs and artifacts that bring to life the history of Winter Garden’s theaters.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Art Exhibition: Objects of Affection
Wednesday, September 7
10:00 am - 6:00 pm
The exhibit features the things we love, adore, and obsess over in life.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Wednesday, September 7
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Wednesday, September 7
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Thursday, September 8
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: Objects of Affection
Thursday, September 8
10:00 am - 6:00 pm
The exhibit features the things we love, adore, and obsess over in life.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Thursday, September 8
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Thursday, September 8
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Friday, September 9
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: Objects of Affection
Friday, September 9
10:00 am - 6:00 pm
The exhibit features the things we love, adore, and obsess over in life.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Friday, September 9
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Friday, September 9
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Fridays on the Plaza
Friday, September 9
7:00 pm - 9:00 pm
Southbound Duo (Bluegrass, Folk)
Downtown Winter Garden, Centennial Plaza Gazebo
Winter Garden Farmers Market
Saturday, September 10
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Hispanic Heritage Month ~ Winter Garden Farmers Market Concert
Saturday, September 10
9:00 am - 1:00 pm
Michael Petrovich
Downtown Pavilion, 104 S. Lakeview Avenue
Art Exhibition: Objects of Affection
Saturday, September 10
10:00 am - 6:00 pm
The exhibit features the things we love, adore, and obsess over in life.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Saturday, September 10
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Saturday, September 10
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Monday, September 12
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Tuesday, September 13
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: Objects of Affection
Tuesday, September 13
10:00 am - 6:00 pm
The exhibit features the things we love, adore, and obsess over in life.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Tuesday, September 13
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Tuesday, September 13
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Wednesday, September 14
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: Objects of Affection
Wednesday, September 14
10:00 am - 6:00 pm
The exhibit features the things we love, adore, and obsess over in life.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Wednesday, September 14
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Wednesday, September 14
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: Objects of Affection
Thursday, September 15
10:00 am - 6:00 pm
The exhibit features the things we love, adore, and obsess over in life.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Thursday, September 15
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Thursday, September 15
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Friday, September 16
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: Objects of Affection
Friday, September 16
10:00 am - 6:00 pm
The exhibit features the things we love, adore, and obsess over in life.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Friday, September 16
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Friday, September 16
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Hispanic Heritage Month ~ Fridays on the Plaza
Friday, September 16
7:00 pm - 9:00 pm
Don Soledad (Flamenco)
Downtown Winter Garden, Centennial Plaza Gazebo
Winter Garden Farmers Market
Saturday, September 17
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Hispanic Heritage Month ~ Winter Garden Farmers Market Concert
Saturday, September 17
9:00 am - 1:00 pm
Michael Petrovich
Downtown Pavilion, 104 S. Lakeview Avenue
Art Exhibition: Objects of Affection
Saturday, September 17
10:00 am - 6:00 pm
The exhibit features the things we love, adore, and obsess over in life.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Saturday, September 17
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Saturday, September 17
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
History Series: The Man Behind the Tavares & Gulf Railroad – Major Alexander St. Clair-Abrams
Saturday, September 17
1:00 pm
Former Tavares Mayor Bob Grenier joins us to share the story of Major Alexander St. Clair-Abrams and his influence over Lake and Orange County railroads and the development of the region. Advance registration is required.
Central Florida Railroad Museum, 101 S. Boyd Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Monday, September 19
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Tuesday, September 20
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: Objects of Affection
Tuesday, September 20
10:00 am - 6:00 pm
The exhibit features the things we love, adore, and obsess over in life.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Tuesday, September 20
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Tuesday, September 20
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Wednesday, September 21
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: Objects of Affection
Wednesday, September 21
10:00 am - 6:00 pm
The exhibit features the things we love, adore, and obsess over in life.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Wednesday, September 21
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Wednesday, September 21
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Thursday, September 22
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: Objects of Affection
Thursday, September 22
10:00 am - 6:00 pm
The exhibit features the things we love, adore, and obsess over in life.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Thursday, September 22
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Thursday, September 22
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Polka Dotz Winter Garden One Year Anniversary Extravaganza!
Thursday, September 22
5:00 pm - 8:00 pm
Polka Dotz Winter Garden is Turning 1! Giveaways every hour, Free Wine and Great Music!
12 W. Plant Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Friday, September 23
8:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: Objects of Affection
Friday, September 23
10:00 am - 6:00 pm
The exhibit features the things we love, adore, and obsess over in life.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Friday, September 23
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Friday, September 23
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Hispanic Heritage Month ~ Fridays on the Plaza
Friday, September 23
7:00 pm - 9:00 pm
Rumba Brothers (Flamenco, Latin-Jazz)
Downtown Winter Garden, Centennial Plaza Gazebo
Winter Garden Farmers Market
Saturday, September 24
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: Objects of Affection
Saturday, September 24
10:00 am - 6:00 pm
The exhibit features the things we love, adore, and obsess over in life.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Saturday, September 24
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Saturday, September 24
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Monday, September 26
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Tuesday, September 27
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: Objects of Affection
Tuesday, September 27
10:00 am - 6:00 pm
The exhibit features the things we love, adore, and obsess over in life.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Tuesday, September 27
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Tuesday, September 27
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Wednesday, September 28
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: Objects of Affection
Wednesday, September 28
10:00 am - 6:00 pm
The exhibit features the things we love, adore, and obsess over in life.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Wednesday, September 28
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Wednesday, September 28
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Thursday, September 29
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: Objects of Affection
Thursday, September 29
10:00 am - 6:00 pm
The exhibit features the things we love, adore, and obsess over in life.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Thursday, September 29
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Thursday, September 29
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Friday, September 30
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: Objects of Affection
Friday, September 30
10:00 am - 6:00 pm
The exhibit features the things we love, adore, and obsess over in life.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Friday, September 30
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Friday, September 30
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
October 2022
Winter Garden Farmers Market
Saturday, October 1
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: Objects of Affection
Saturday, October 1
10:00 am - 6:00 pm
The exhibit features the things we love, adore, and obsess over in life.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Saturday, October 1
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Saturday, October 1
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre Movie: “Billy Flanigan: The Happiest Man on Earth”
Saturday, October 1
7:00 pm
A Disney World performer since 1982, the documentary delves into his life and career, using archival footage and candid interviews to tell his story. 7:00 pm Red Carpet Reception, 8:00 pm Film
Garden Theatre, 160 West Plant Street
Garden Theatre Movie: “Billy Flanigan: The Happiest Man on Earth”
Sunday, October 2
2:00 pm
A Disney World performer since 1982, the documentary delves into his life and career, using archival footage and candid interviews to tell his story. 2:00 pm Red Carpet Reception, 3:00 pm Film
Garden Theatre, 160 West Plant Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Monday, October 3
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Tuesday, October 4
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Tuesday, October 4
10:00 am - 6:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Tuesday, October 4
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Tuesday, October 4
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
National Night Out ~ Free Community Event
Tuesday, October 4
6:00 pm - 9:00 pm
Join the Winter Garden Police Department for a Night Out Against Crime. Free food, children’s activities, meet and greet with your local police officers, demonstrations, crime prevention tips, and fun!
Downtown Pavilion, 104 S Lakeview Avenue

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Wednesday, October 5
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Wednesday, October 5
10:00 am - 6:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Wednesday, October 5
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Wednesday, October 5
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Thursday, October 6
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Thursday, October 6
10:00 am - 6:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Thursday, October 6
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Thursday, October 6
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Good, Bad and the Ugly” ~ Opening Reception
Thursday, October 6
5:30 pm - 8:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork. Opening Reception, Public Invited
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Friday, October 7
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Friday, October 7
10:00 am - 6:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Friday, October 7
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Friday, October 7
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Fridays on the Plaza
Friday, October 7
7:00 pm - 9:00 pm
Mountain Brew (Bluegrass, Country)
Downtown Winter Garden, Centennial Plaza Gazebo
Winter Garden Farmers Market
Saturday, October 8
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Central Florida Railroad Museum – Lego Day at the Museum
Saturday, October 8
9:00 am - 5:00 pm
Join us as we host the Greater Florida Lego User Group and see their large Lego display, loaded with buildings, people, and working trains!
Central Florida Railroad Museum, 101 S. Boyd Street
Art Exhibition: “Good, Bad and the Ugly”
Saturday, October 8
10:00 am - 6:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Saturday, October 8
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Saturday, October 8
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Monday, October 10
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Tuesday, October 11
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Tuesday, October 11
10:00 am - 6:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Tuesday, October 11
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Tuesday, October 11
1:00 pm - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Wednesday, October 12
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Wednesday, October 12
10:00 am - 6:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Wednesday, October 12
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Wednesday, October 12
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Thursday, October 13
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Thursday, October 13
10:00 am - 6:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Thursday, October 13
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Thursday, October 13
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Friday, October 14
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Friday, October 14
10:00 am - 6:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Friday, October 14
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Friday, October 14
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
8th Annual Crooked Can ~ Oktoberfest
Friday, October 14
4:00 pm - 11:00 pm
Crooked Can Brewing Company, 426 W Plant Street
Fridays on the Plaza
Friday, October 14
7:00 pm - 9:00 pm
Crenshaw (Folk)
Downtown Winter Garden, Centennial Plaza Gazebo
Winter Garden Farmers Market
Saturday, October 15
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “Good, Bad and the Ugly”
Saturday, October 15
10:00 am - 6:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Saturday, October 15
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street
8th Annual Crooked Can ~ Oktoberfest
Saturday, October 15
11:00 am - 11:00 pm
Crooked Can Brewing Company, 426 W Plant Street

“West Orange Women” Exhibit
Saturday, October 15
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
8th Annual Crooked Can ~ Oktoberfest
Sunday, October 16
12:00 pm - 6:00 pm
Crooked Can Brewing Company, 426 W Plant Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Monday, October 17
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Tuesday, October 18
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Tuesday, October 18
10:00 am - 6:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Tuesday, October 18
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Tuesday, October 18
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Wednesday, October 19
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Wednesday, October 19
10:00 am - 6:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Wednesday, October 19
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Wednesday, October 19
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Thursday, October 20
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Thursday, October 20
10:00 am - 6:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Thursday, October 20
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Thursday, October 20
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Winter Garden Halloween Experience
Friday, October 21
Hay Maze, Themed Photo Locations, Seasonal Decorations & Light Displays, Light Show (7-9 pm), Live Music (7-9 pm), Strolling Performers (6-9 pm) Free! All Day
Historic Downtown

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Friday, October 21
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Friday, October 21
10:00 am - 6:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Friday, October 21
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Friday, October 21
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Halloween Light Show
Friday, October 21
7:00 pm - 9:00 pm
A Halloween animated light show synchronized to music projected onto the front façade of City Hall.
City Hall, 300 W. Plant Street
Fridays on the Plaza
Friday, October 21
7:00 pm - 9:00 pm
Garden Music School
Downtown Winter Garden, Centennial Plaza Gazebo
Harvest Sidewalk Sale & Stroll
Saturday, October 22
All Day - Shop the outdoor sidewalk sale surrounded by the spooky and fall-themed Halloween Experience ambiance. Stores will feature special sales, promotions, and seasonal merchandise.
Historic Downtown
Winter Garden Halloween Experience
Saturday, October 22
Hay Maze, Themed Photo Locations, Seasonal Decorations & Light Displays, Light Show (7-9 pm), Live Music (6-8 pm), Strolling Performers (6-9 pm) Free! All Day
Historic Downtown
Winter Garden Farmers Market
Saturday, October 22
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Library Harvest Sidewalk Sale
Saturday, October 22
10:00 am - 2:00 pm
Find a great selection of discounted fiction/nonfiction Books, DVDs, Blu-rays, music CDs, and more at our Sidewalk Sale.
Orange County Library, Winter Garden Branch, 805 E. Plant St.
Art Exhibition: “Good, Bad and the Ugly”
Saturday, October 22
10:00 am - 6:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Saturday, October 22
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street
Create a Haunted House ~ Family Event at SOBO Art Gallery
Saturday, October 22
4:00 pm - 5:30 pm
This popular family event fills up quickly! You will be amazed as you work together to transfer a prepared cereal box on a base into an awesome “Haunted House.”
SOBO Art Gallery, 127 S. Boyd Street
Halloween Light Show
Saturday, October 22
7:00 pm - 9:00 pm
A Halloween animated light show synchronized to music projected onto the front façade of City Hall.
City Hall, 300 W. Plant Street
Winter Garden Halloween Experience
Sunday, October 23
Hay Maze, Themed Photo Locations, Seasonal Decorations & Light Displays, Light Show (7-9 pm), Live Music (6-8 pm), Strolling Performers (6-9 pm) Free! All Day
Historic Downtown
Halloween Light Show
Sunday, October 23
7:00 pm - 9:00 pm
A Halloween animated light show synchronized to music projected onto the front façade of City Hall.
City Hall, 300 W. Plant Street
Winter Garden Halloween Experience
Monday, October 24
Hay Maze, Themed Photo Locations, Seasonal Decorations & Light Displays. Free! All Day
Historic Downtown

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Monday, October 24
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Winter Garden Halloween Experience
Tuesday, October 25
Hay Maze, Themed Photo Locations, Seasonal Decorations & Light Displays. Free! All Day
Historic Downtown

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Tuesday, October 25
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Tuesday, October 25
10:00 am - 6:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Tuesday, October 25
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Tuesday, October 25
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Winter Garden Halloween Experience
Wednesday, October 26
Hay Maze, Themed Photo Locations, Seasonal Decorations & Light Displays. Free! All Day
Historic Downtown

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Wednesday, October 26
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Wednesday, October 26
10:00 am - 6:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Wednesday, October 26
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Wednesday, October 26
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Winter Garden Halloween Experience
Thursday, October 27
Hay Maze, Themed Photo Locations, Seasonal Decorations & Light Displays. Free! All Day
Historic Downtown

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Thursday, October 27
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Thursday, October 27
10:00 am - 6:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Thursday, October 27
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Thursday, October 27
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Winter Garden Halloween Experience
Friday, October 28
Hay Maze, Themed Photo Locations, Seasonal Decorations & Light Displays, Light Show (7-9 pm), Live Music (7-9 pm), Strolling Performers (6-9 pm) Free! All Day
Historic Downtown

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Friday, October 28
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Friday, October 28
10:00 am - 6:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Friday, October 28
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Friday, October 28
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Halloween Light Show
Friday, October 28
7:00 pm - 9:00 pm
A Halloween animated light show synchronized to music projected onto the front façade of City Hall.
City Hall, 300 W. Plant Street
Fridays on the Plaza
Friday, October 28
7:00 pm - 9:00 pm
Retro Ramblers (Oldies)
Downtown Winter Garden, Centennial Plaza Gazebo
Winter Garden Halloween Experience
Saturday, October 29
Hay Maze, Themed Photo Locations, Seasonal Decorations & Light Displays, Light Show (7-9 pm), Live Music (6-8 pm), Strolling Performers (6-9 pm) Free! All Day
Historic Downtown
Halloween at the Market
Saturday, October 29
8:00 am - 1:00 pm
Make a free Halloween craft at the KidZone tent; live music; family games on the lawn; and a great place to find pumpkins of all sizes for carving!
Downtown Pavilion - 104 S. Lakeview Avenue
Art Exhibition: “Good, Bad and the Ugly”
Saturday, October 29
10:00 am - 6:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Hispanic Heritage Month ~ Hispanic Heritage Art Exhibit
Saturday, October 29
10:00 am - 6:00 pm
SOBO Art Gallery will host a special exhibit in celebration of Hispanic Heritage Month. Free
SOBO Art Gallery Studio Room, 127 S. Boyd Street

“West Orange Women” Exhibit
Saturday, October 29
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Trick or Treat Candy Trail hosted by Downtown Shops
Saturday, October 29
3:00 pm - 5:00 pm
Trick or Treat down the candy trail hosted by 21 participating shops in Downtown Winter Garden. Click image for list of participating locations. Free.
Historic Downtown
Halloween Movie Series at the Garden Theatre: Hotel Transylvania
Saturday, October 29
3:00 pm
2012, PG - Dracula, who operates a high-end resort away from the human world, goes into overprotective mode when a boy discovers the resort and falls for the count’s teenaged daughter.
Garden Theatre, 160 West Plant Street
Halloween Light Show
Saturday, October 29
7:00 pm - 9:00 pm
A Halloween animated light show synchronized to music projected onto the front façade of City Hall.
City Hall, 300 W. Plant Street
Halloween Movie Series at the Garden Theatre: Psycho
Saturday, October 29
7:30 pm
1960, R - A Phoenix secretary embezzles $40,000 from her employer’s client, goes on the run, and checks into a remote motel run by a young man under the domination of his mother.
Garden Theatre, 160 West Plant Street
Winter Garden Halloween Experience
Sunday, October 30
Hay Maze, Themed Photo Locations, Seasonal Decorations & Light Displays, Light Show (7-9 pm), Live Music (6-8 pm), Strolling Performers (6-9 pm) Free! All Day
Historic Downtown
Halloween Movie Series at the Garden Theatre: Hocus Pocus
Sunday, October 30
2:00 pm
1993, PG - "I put a spell on you!" Tag along as Max, Dani, and Allison try to stop the witchy Sanderson Sisters from casting a spell on the whole town of Salem.
Garden Theatre, 160 West Plant Street
Halloween Light Show
Sunday, October 30
7:00 pm - 9:00 pm
A Halloween animated light show synchronized to music projected onto the front façade of City Hall.
City Hall, 300 W. Plant Street
Winter Garden Halloween Experience
Monday, October 31
Hay Maze, Themed Photo Locations, Seasonal Decorations & Light Displays, Light Show (7-9 pm), Live Music (6-8 pm), Strolling Performers (6-9 pm) Free! All Day
Historic Downtown

Art Exhibition: “The Lake – A Documentary Exploring the Land and People of Lake Apopka” presented by Crealdé School of Art and Winter Garden Heritage Foundation .
Monday, October 31
7:30 am - 5:30 pm
A culmination of work by documentary photographers and plein air painters who captured the culture and landscape of Lake Apopka.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Spooky Caboose at the History Center
Monday, October 31
3:00 pm - 8:00 pm
Enter the Spooky Caboose – if you dare! The spooky-decorated caboose has fun frights for all ages. Free to enter.
Winter Garden History, Education, and Visitors’ Center, 21 E. Plant Street
November 2022

Art Exhibition: “Holidays in Winter Garden”
Tuesday, November 1
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Tuesday, November 1
11:00 am - 5:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

“West Orange Women” Exhibit
Tuesday, November 1
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Holidays in Winter Garden”
Wednesday, November 2
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Wednesday, November 2
11:00 am - 5:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

“West Orange Women” Exhibit
Wednesday, November 2
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Tis the Season Wine Down Wednesday
Wednesday, November 2
5:00 pm - 8:00 pm
Late Night Holiday Shopping Event. Click image for list of participating shops.
Historic Downtown

Art Exhibition: “Holidays in Winter Garden”
Thursday, November 3
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Thursday, November 3
11:00 am - 5:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

“West Orange Women” Exhibit
Thursday, November 3
11:00 am
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Holidays in Winter Garden”
Friday, November 4
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Friday, November 4
11:00 am - 5:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

“West Orange Women” Exhibit
Friday, November 4
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Donut Dash 5K Run/Walk presented by WGPAL
Saturday, November 5
8:00 am
Run or walk through the timeless neighborhoods as you start/finish at Lake Apopka! We will have music, kids fun run, t-shirts, medals, Krispy Kreme Donuts, and best donut costume prize.
Newton Park, 1 Surprise Drive
Winter Garden Farmers Market
Saturday, November 5
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “Good, Bad and the Ugly”
Saturday, November 5
10:00 am - 4:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

“West Orange Women” Exhibit
Saturday, November 5
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Holidays in Winter Garden”
Monday, November 7
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street

Art Exhibition: “Holidays in Winter Garden”
Tuesday, November 8
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Tuesday, November 8
11:00 am - 5:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

“West Orange Women” Exhibit
Tuesday, November 8
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Holidays in Winter Garden”
Wednesday, November 9
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Wednesday, November 9
11:00 am - 5:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

“West Orange Women” Exhibit
Wednesday, November 9
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

“West Orange Women” Exhibit
Wednesday, November 9
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Holidays in Winter Garden”
Thursday, November 10
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Thursday, November 10
11:00 am - 5:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

“West Orange Women” Exhibit
Thursday, November 10
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Holidays in Winter Garden”
Friday, November 11
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Friday, November 11
11:00 am - 5:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

“West Orange Women” Exhibit
Friday, November 11
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Health & Harvest Festival at the Winter Garden Farmers Market
Saturday, November 12
8:00 am - 1:00 pm
Hosted by Healthy West Orange & City of Winter Garden, activities include games, fitness activities, giveaways, health screenings, cooking and gardening fun, bike safety checks, and more! FREE
Downtown Pavilion, 104 S. Lakeview Ave & by City Hall, 300 W. Plant St.
Art Exhibition: “Good, Bad and the Ugly”
Saturday, November 12
10:00 am - 4:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

City of Winter Garden Annual Craft Affair
Saturday, November 12
10:00 am - 2:00 pm
Arts & crafts lovers will enjoy shopping for unique, handcrafted holiday and gift items made exclusively by the Parks & Recreation 50 and older program participants.
Jessie Brock Community Center, 310 N. Dillard Street
Challenge 22 – Walk and Picnic 2022, American Legion Post #63
Saturday, November 12
10:00 am - 3:00 pm
Veteran's Memorial Park, 420 S Park Ave

“West Orange Women” Exhibit
Saturday, November 12
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Holidays in Winter Garden”
Monday, November 14
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street

Art Exhibition: “Holidays in Winter Garden”
Tuesday, November 15
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Tuesday, November 15
11:00 am - 5:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

“West Orange Women” Exhibit
Tuesday, November 15
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Holidays in Winter Garden”
Wednesday, November 16
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Wednesday, November 16
11:00 am - 5:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

“West Orange Women” Exhibit
Wednesday, November 16
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Holidays in Winter Garden”
Thursday, November 17
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Thursday, November 17
11:00 am - 5:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

“West Orange Women” Exhibit
Thursday, November 17
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Holidays in Winter Garden”
Friday, November 18
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Good, Bad and the Ugly”
Friday, November 18
11:00 am - 5:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

“West Orange Women” Exhibit
Friday, November 18
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Thanksgiving at the Market
Saturday, November 19
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue
Art Exhibition: “Good, Bad and the Ugly”
Saturday, November 19
10:00 am - 4:00 pm
Artists’ representations of what the words “good,” bad,” and “ugly” mean to them or the world around them come to life through 2D and 3D artwork.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

“West Orange Women” Exhibit
Saturday, November 19
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Holidays in Winter Garden”
Monday, November 21
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street

Art Exhibition: “Holidays in Winter Garden”
Tuesday, November 22
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street

“West Orange Women” Exhibit
Tuesday, November 22
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Holidays in Winter Garden”
Wednesday, November 23
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street

“West Orange Women” Exhibit
Wednesday, November 23
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Holidays in Winter Garden”
Thursday, November 24
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street

“West Orange Women” Exhibit
Thursday, November 24
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Holidays in Winter Garden”
Friday, November 25
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Friday, November 25
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

“West Orange Women” Exhibit
Friday, November 25
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Shop Small Business Saturday Downtown Sidewalk Sale
Saturday, November 26
All Day -- Annual outdoor sidewalk sale amidst a festive winter wonderland to celebrate national Small Business Saturday. Shop Small & Shop Local today!
Downtown Winter Garden
Winter Garden Farmers Market
Saturday, November 26
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Central Florida Railroad Museum – Fall Open House and Downtown Walking Tour
Saturday, November 26
9:00 am - 5:00 pm
The Central Florida Railway Historical Society will host an open house and special events, including a downtown walking tour, a special presentation, and tours of the museum.
Central Florida Railroad Museum, 101 S. Boyd Street
Art Exhibition: “Artisans Appeal”
Saturday, November 26
10:00 am - 4:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

“West Orange Women” Exhibit
Saturday, November 26
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Holidays in Winter Garden”
Monday, November 28
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street

Art Exhibition: “Holidays in Winter Garden”
Tuesday, November 29
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Tuesday, November 29
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

“West Orange Women” Exhibit
Tuesday, November 29
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Holidays in Winter Garden”
Wednesday, November 30
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Wednesday, November 30
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

“West Orange Women” Exhibit
Wednesday, November 30
11:00 am - 3:00 pm
Visit the exhibit that celebrates the women who helped establish Winter Garden and West Orange County. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
December 2022

Art Exhibition: “Holidays in Winter Garden”
Thursday, December 1
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Thursday, December 1
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Thursday, December 1
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Holidays in Winter Garden”
Friday, December 2
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Friday, December 2
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Friday, December 2
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Light Up Winter Garden
Friday, December 2
6:00 pm - 9:00 pm
Join us in welcoming the holiday season at our 35th Annual Light Up Winter Garden to kick off downtown’s 38 days of Tis the Season. Ceremony begins at 6:00 pm - Street Lighting at 6:15 pm
West Plant Street, Historic Downtown
A Big Band Christmas presented by First Baptist Church of Winter Garden
Friday, December 2
6:30 pm - 8:30 pm
“A Big Band Christmas” featuring Charles Billingsley and Dave Boyer along with the First Baptist Worship Band and Foundation Academy Steel Drums. Immediately following Light Up WG Ceremony.
On the front steps of the historic downtown First Baptist Church – 125 E. Plant St.
A Very Merry Farmers Market
Saturday, December 3
8:00 am - 1:00 pm
Downtown Pavilion, 104 S. Lakeview Avenue
Art Exhibition: “Artisans Appeal”
Saturday, December 3
10:00 am - 4:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Winter Garden Christmas Parade
Saturday, December 3
10:00 am
This long-standing Winter Garden holiday tradition will delight spectators and bring in holiday cheer!
Kick off from S. Dillard Street and E. Plant Street
“School Bells Are Ringing” Exhibit
Saturday, December 3
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Christmas Market on Plant Street 2022
Saturday, December 3
1:00 pm - 5:00 pm
Downtown Winter Garden turns into a PEDESTRIAN-ONLY Christmas Market. Shop the outdoor marketplace, pop into the stores, and stroll through the winter wonderland. Music featuring Big Betts Duo from 1pm to 3pm and BleWayle Duo from 3:45pm to 5:45pm
Historic Downtown Winter Garden
Create a Gingerbread House ~ Family Event at SOBO Art Gallery
Saturday, December 3
1:30 pm - 3:00 pm
Always a sold out event so reserve your spot ASAP! This wonderful event provides the opportunity to create a fantastic holiday Gingerbread House.
SOBO Art Gallery, 127 S. Boyd Street
Garden Theatre Movie: Home Alone
Saturday, December 3
2:00 pm
An eight-year-old troublemaker must protect his house from a pair of burglars when he is accidentally left home alone by his family during Christmas vacation. Free Event – No Ticket Required!
Garden Theatre 160 West Plant Street

A Merry Winter Garden Light Show
Saturday, December 3
6:00 pm - 9:00 pm
Spectacular animated holiday-themed light show synchronized to music projected onto the front façade of Winter Garden City Hall.
City Hall, 300 W. Plant St.
10th Annual Winter Garden Christmas Golf Cart Parade
Saturday, December 3
6:00 pm
A holiday parade of elaborately-decorated golf carts through historic downtown. Hosted by West Orange Junior Service League and City of Winter Garden. Click photo for details and to register golf cart.
Garden Theatre Movie: Miracle on 34th Street
Sunday, December 4
2:00 pm
After a divorced New York mother hires a nice old man to play Santa Claus at Macy’s, she is startled by his claim to be the genuine article. Reservation/fee required, click image to purchase.
Garden Theatre 160 West Plant Street
Horse Drawn Holiday Carriage Tours
Sunday, December 4
5:30 pm - 9:30 pm
A 20-minute tour experience through festive downtown offered weekly, Sunday – Wednesday. Fee required. Click photo to make a reservation.
Downtown Pavilion, 104 S. Lakeview Avenue

A Merry Winter Garden Light Show
Sunday, December 4
6:00 pm - 9:00 pm
Spectacular animated holiday-themed light show synchronized to music projected onto the front façade of Winter Garden City Hall.
City Hall, 300 W. Plant St.

Art Exhibition: “Holidays in Winter Garden”
Monday, December 5
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Horse Drawn Holiday Carriage Tours
Monday, December 5
5:30 pm - 9:30 pm
A 20-minute tour experience through festive downtown offered weekly, Sunday – Wednesday. Fee required. Click photo to make a reservation.
Downtown Pavilion, 104 S. Lakeview Avenue

Art Exhibition: “Holidays in Winter Garden”
Tuesday, December 6
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Tuesday, December 6
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Tuesday, December 6
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Horse Drawn Holiday Carriage Tours
Tuesday, December 6
5:30 pm - 9:30 pm
A 20-minute tour experience through festive downtown offered weekly, Sunday – Wednesday. Fee required. Click photo to make a reservation.
Downtown Pavilion, 104 S. Lakeview Avenue

Art Exhibition: “Holidays in Winter Garden”
Wednesday, December 7
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Wednesday, December 7
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Wednesday, December 7
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Horse Drawn Holiday Carriage Tours
Wednesday, December 7
5:30 pm - 9:30 pm
A 20-minute tour experience through festive downtown offered weekly, Sunday – Wednesday. Fee required. Click photo to make a reservation.
Downtown Pavilion, 104 S. Lakeview Avenue

Art Exhibition: “Holidays in Winter Garden”
Thursday, December 8
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Thursday, December 8
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Thursday, December 8
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Holiday Boutique Stroll
Thursday, December 8
5:00 pm - 8:00 pm
Downtown boutiques host outdoor and indoor specials, promotions, and surprises. Gather friends and family for a fun and festive holiday shopping experience!
Historic Downtown
Art Exhibition: “Artisans Appeal” ~ Opening Reception
Thursday, December 8
5:30 pm - 8:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show! Opening Reception, Public Invited
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “Holidays in Winter Garden”
Friday, December 9
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Friday, December 9
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Friday, December 9
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

A Merry Winter Garden Light Show
Friday, December 9
6:00 pm - 9:00 pm
Spectacular animated holiday-themed light show synchronized to music projected onto the front façade of Winter Garden City Hall.
City Hall, 300 W. Plant St.
Holiday Live Music at Fridays on the Plaza
Friday, December 9
7:00 pm - 9:00 pm
Safia Valines (Quartet)
Downtown Winter Garden, Centennial Plaza Gazebo
A Very Merry Farmers Market with Santa
Saturday, December 10
8:00 am - 1:00 pm
Santa visits 9:00-12:00 pm. Kids holiday crafts
Downtown Pavilion, 104 S. Lakeview Avenue
Art Exhibition: “Artisans Appeal”
Saturday, December 10
10:00 am - 4:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Saturday, December 10
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre Movie: ELF
Saturday, December 10
2:00 pm
Buddy (Will Ferrell) was accidentally transported to the North Pole as a toddler and raised to adulthood among Santa’s elves. Reservation/fee required, click image to purchase.
Garden Theatre 160 West Plant Street

A Merry Winter Garden Light Show
Saturday, December 10
6:00 pm - 9:00 pm
Spectacular animated holiday-themed light show synchronized to music projected onto the front façade of Winter Garden City Hall.
City Hall, 300 W. Plant St.
Horse Drawn Holiday Carriage Tours
Sunday, December 11
5:30 pm - 9:30 pm
A 20-minute tour experience through festive downtown offered weekly, Sunday – Wednesday. Fee required. Click photo to make a reservation.
Downtown Pavilion, 104 S. Lakeview Avenue

A Merry Winter Garden Light Show
Sunday, December 11
6:00 pm - 9:00 pm
Spectacular animated holiday-themed light show synchronized to music projected onto the front façade of Winter Garden City Hall.
City Hall, 300 W. Plant St.

Art Exhibition: “Holidays in Winter Garden”
Monday, December 12
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Horse Drawn Holiday Carriage Tours
Monday, December 12
5:30 pm - 9:30 pm
A 20-minute tour experience through festive downtown offered weekly, Sunday – Wednesday. Fee required. Click photo to make a reservation.
Downtown Pavilion, 104 S. Lakeview Avenue

Art Exhibition: “Holidays in Winter Garden”
Tuesday, December 13
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Tuesday, December 13
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Tuesday, December 13
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Horse Drawn Holiday Carriage Tours
Tuesday, December 13
5:30 pm - 9:30 pm
A 20-minute tour experience through festive downtown offered weekly, Sunday – Wednesday. Fee required. Click photo to make a reservation.
Downtown Pavilion, 104 S. Lakeview Avenue

Art Exhibition: “Holidays in Winter Garden”
Wednesday, December 14
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Wednesday, December 14
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Wednesday, December 14
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Horse Drawn Holiday Carriage Tours
Wednesday, December 14
5:30 pm - 9:30 pm
A 20-minute tour experience through festive downtown offered weekly, Sunday – Wednesday. Fee required. Click photo to make a reservation.
Downtown Pavilion, 104 S. Lakeview Avenue

Art Exhibition: “Holidays in Winter Garden”
Thursday, December 15
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Thursday, December 15
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Thursday, December 15
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Holidays in Winter Garden”
Friday, December 16
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Friday, December 16
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Friday, December 16
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

A Merry Winter Garden Light Show
Friday, December 16
6:00 pm - 9:00 pm
Spectacular animated holiday-themed light show synchronized to music projected onto the front façade of Winter Garden City Hall.
City Hall, 300 W. Plant St.
Holiday Live Music at Fridays on the Plaza
Friday, December 16
7:00 pm - 9:00 pm
L & G Live
Downtown Winter Garden, Centennial Plaza Gazebo
A Very Merry Farmers Market with Santa
Saturday, December 17
8:00 am - 1:00 pm
Santa visits 9:00-12:00 pm. Kids holiday crafts
Downtown Pavilion, 104 S. Lakeview Avenue
Art Exhibition: “Artisans Appeal”
Saturday, December 17
10:00 am - 4:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Saturday, December 17
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Central Florida Railroad Museum – Special Guest Speaker Tom Nabbe, Disney Legend
Saturday, December 17
1:00 pm
Disney Legend Tom Nabbe, will share highlights from his career. Advance registration required.
Central Florida Railroad Museum, 101 S. Boyd Street

A Merry Winter Garden Light Show
Saturday, December 17
6:00 pm - 9:00 pm
Spectacular animated holiday-themed light show synchronized to music projected onto the front façade of Winter Garden City Hall.
City Hall, 300 W. Plant St.
Horse Drawn Holiday Carriage Tours
Sunday, December 18
5:30 pm - 9:30 pm
A 20-minute tour experience through festive downtown offered weekly, Sunday – Wednesday. Fee required. Click photo to make a reservation.
Downtown Pavilion, 104 S. Lakeview Avenue

A Merry Winter Garden Light Show
Sunday, December 18
6:00 pm - 9:00 pm
Spectacular animated holiday-themed light show synchronized to music projected onto the front façade of Winter Garden City Hall.
City Hall, 300 W. Plant St.

Art Exhibition: “Holidays in Winter Garden”
Monday, December 19
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Horse Drawn Holiday Carriage Tours
Monday, December 19
5:30 pm - 9:30 pm
A 20-minute tour experience through festive downtown offered weekly, Sunday – Wednesday. Fee required. Click photo to make a reservation.
Downtown Pavilion, 104 S. Lakeview Avenue

Hanukkah Celebration & Menorah Lighting
Monday, December 19
6:00 pm
All are welcome to join the outdoor celebration in honor of the first night of Hanukkah.
Downtown Winter Garden Post Office, 251 W. Plant Street

Art Exhibition: “Holidays in Winter Garden”
Tuesday, December 20
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Tuesday, December 20
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Tuesday, December 20
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Horse Drawn Holiday Carriage Tours
Tuesday, December 20
5:30 pm - 9:30 pm
A 20-minute tour experience through festive downtown offered weekly, Sunday – Wednesday. Fee required. Click photo to make a reservation.
Downtown Pavilion, 104 S. Lakeview Avenue

Art Exhibition: “Holidays in Winter Garden”
Wednesday, December 21
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Wednesday, December 21
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Wednesday, December 21
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Horse Drawn Holiday Carriage Tours
Wednesday, December 21
5:30 pm - 9:30 pm
A 20-minute tour experience through festive downtown offered weekly, Sunday – Wednesday. Fee required. Click photo to make a reservation.
Downtown Pavilion, 104 S. Lakeview Avenue

Art Exhibition: “Holidays in Winter Garden”
Thursday, December 22
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Thursday, December 22
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Thursday, December 22
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Holidays in Winter Garden”
Friday, December 23
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Friday, December 23
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Friday, December 23
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

A Merry Winter Garden Light Show
Friday, December 23
6:00 pm - 9:00 pm
Spectacular animated holiday-themed light show synchronized to music projected onto the front façade of Winter Garden City Hall.
City Hall, 300 W. Plant St.
Holiday Live Music at Fridays on the Plaza
Friday, December 23
7:00 pm - 9:00 pm
Red Mint
Downtown Winter Garden, Centennial Plaza Gazebo
A Very Merry Farmers Market
Saturday, December 24
8:00 am - 1:00 pm
Downtown Pavilion, 104 S. Lakeview Avenue
Art Exhibition: “Artisans Appeal”
Saturday, December 24
10:00 am - 4:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Saturday, December 24
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Holidays in Winter Garden”
Monday, December 26
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Horse Drawn Holiday Carriage Tours
Monday, December 26
5:30 pm - 9:30 pm
A 20-minute tour experience through festive downtown offered weekly, Sunday – Wednesday. Fee required. Click photo to make a reservation.
Downtown Pavilion, 104 S. Lakeview Avenue

Art Exhibition: “Holidays in Winter Garden”
Tuesday, December 27
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Tuesday, December 27
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Tuesday, December 27
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Horse Drawn Holiday Carriage Tours
Tuesday, December 27
5:30 pm - 9:30 pm
A 20-minute tour experience through festive downtown offered weekly, Sunday – Wednesday. Fee required. Click photo to make a reservation.
Downtown Pavilion, 104 S. Lakeview Avenue

Art Exhibition: “Holidays in Winter Garden”
Wednesday, December 28
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Wednesday, December 28
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Wednesday, December 28
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Horse Drawn Holiday Carriage Tours
Wednesday, December 28
5:30 pm - 9:30 pm
A 20-minute tour experience through festive downtown offered weekly, Sunday – Wednesday. Fee required. Click photo to make a reservation.
Downtown Pavilion, 104 S. Lakeview Avenue

Art Exhibition: “Holidays in Winter Garden”
Thursday, December 29
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Thursday, December 29
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Thursday, December 29
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Holidays in Winter Garden”
Friday, December 30
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Friday, December 30
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Friday, December 30
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Holiday Live Music at Fridays on the Plaza
Friday, December 30
7:00 pm - 9:00 pm
Ranahan
Downtown Winter Garden, Centennial Plaza Gazebo
A Very Merry Farmers Market
Saturday, December 31
8:00 am - 1:00 pm
Downtown Pavilion, 104 S. Lakeview Avenue
Art Exhibition: “Artisans Appeal”
Saturday, December 31
10:00 am - 4:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
January 2023

Art Exhibition: “Holidays in Winter Garden”
Monday, January 2
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street

Art Exhibition: “Holidays in Winter Garden”
Tuesday, January 3
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Tuesday, January 3
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Tuesday, January 3
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Holidays in Winter Garden”
Wednesday, January 4
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Wednesday, January 4
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Wednesday, January 4
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Holidays in Winter Garden”
Thursday, January 5
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Thursday, January 5
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Thursday, January 5
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Holidays in Winter Garden”
Friday, January 6
7:30 am - 5:30 pm
Pop inside City Hall to see this festive exhibit of local artists’ works depicting holidays in Winter Garden.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Friday, January 6
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Friday, January 6
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Winter Garden Farmers Market
Saturday, January 7
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “Artisans Appeal”
Saturday, January 7
10:00 am - 4:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Saturday, January 7
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Monday, January 9
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Tuesday, January 10
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Tuesday, January 10
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Tuesday, January 10
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Wednesday, January 11
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Wednesday, January 11
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Wednesday, January 11
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Thursday, January 12
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Thursday, January 12
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Thursday, January 12
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Friday, January 13
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Friday, January 13
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Friday, January 13
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Winter Garden Farmers Market
Saturday, January 14
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “Artisans Appeal”
Saturday, January 14
10:00 am - 4:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Saturday, January 14
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Monday, January 16
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Martin Luther King, Jr. Community Celebration
Monday, January 16
10:00 am - 4:00 pm
Parade, Speeches, Family Activities, Concert -- Parade 10:00 am, Celebration 10:30 am – 4:00 pm
Downtown Pavilion, 104 S. Lakeview Avenue

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Tuesday, January 17
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Tuesday, January 17
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Tuesday, January 17
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Wednesday, January 18
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Wednesday, January 18
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Wednesday, January 18
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Thursday, January 19
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Thursday, January 19
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Thursday, January 19
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Friday, January 20
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Florida Arbor Day – Winter Garden Heritage Trees Walking Tour
Friday, January 20
8:30 am
The Bloom & Grow Garden Society, in conjunction with Winter Garden Heritage Foundation, will celebrate Florida Arbor Day by hosting a tour of the 56 Heritage Trees in Downtown Winter Garden.
From City Hall to Lake Apopka
Art Exhibition: “Artisans Appeal”
Friday, January 20
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Friday, January 20
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Winter Garden Farmers Market
Saturday, January 21
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “Artisans Appeal”
Saturday, January 21
10:00 am - 4:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Saturday, January 21
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Monday, January 23
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Tuesday, January 24
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Tuesday, January 24
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Tuesday, January 24
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Wednesday, January 25
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Wednesday, January 25
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Wednesday, January 25
12:00 pm - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Thursday, January 26
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Thursday, January 26
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Thursday, January 26
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Friday, January 27
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Artisans Appeal”
Friday, January 27
11:00 am - 5:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Friday, January 27
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Winter Garden Farmers Market
Saturday, January 28
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “Artisans Appeal”
Saturday, January 28
10:00 am - 4:00 pm
A vast selection of 2D and 3D works that depict both the FUN and the FUNCTIONAL dimensions of art. It should make for a fun holiday season show!
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Saturday, January 28
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Monday, January 30
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Tuesday, January 31
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
February 2023

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Wednesday, February 1
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Art in Motion”
Wednesday, February 1
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Wednesday, February 1
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Thursday, February 2
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Art in Motion”
Thursday, February 2
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Thursday, February 2
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Art in Motion” ~ Opening Reception
Thursday, February 2
5:30 pm - 8:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Opening reception, Public Invited. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Sweet Dreams: The Air Supply Musical
Thursday, February 2
7:30 pm
Opening Night - The U.S. premiere of a delightful and contemporary reimagining of William Shakespeare’s “A Midsummer Night’s Dream” brought to life by the unforgettable melodies of the legendary ‘80s duo, Air Supply! Rated PG-13. Click image to purchase tickets.
Garden Theatre, 160 West Plant Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Friday, February 3
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Art in Motion”
Friday, February 3
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Friday, February 3
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Winter Garden Farmers Market
Saturday, February 4
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “Art in Motion”
Saturday, February 4
10:00 am - 4:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Saturday, February 4
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Monday, February 6
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Tuesday, February 7
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Art in Motion”
Tuesday, February 7
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Tuesday, February 7
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Wednesday, February 8
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Art in Motion”
Wednesday, February 8
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Wednesday, February 8
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Thursday, February 9
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Art in Motion”
Thursday, February 9
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Thursday, February 9
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Friday, February 10
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Art in Motion”
Friday, February 10
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Friday, February 10
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Valentine’s Celebration at the Market
Saturday, February 11
8:00 am - 1:00 pm
Free Kids Craft Making from 9:00 am to 12:00 pm. at the KidZone area at Parking Garage Plaza.
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Central Florida Railroad Museum – Railroads of Winter Garden
Saturday, February 11
9:00 am - 5:00 pm
The Central Florida Railroad Museum will be open for extended hours during the Winter Garden Heritage & Music Festival. In addition, throughout the afternoon, the Museum will host presentations on the history of the railroads that served Winter Garden. Free Admission
Central Florida Railroad Museum, 101 S. Boyd Street
Art Exhibition: “Art in Motion”
Saturday, February 11
10:00 am - 4:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage and Music Festival ~ Celebrating 120th Anniversary
Saturday, February 11
11:00 am - 10:00 pm
The daylong festival will bring together all the things that make Winter Garden the place we all love as we celebrate its 120th anniversary!
Historic Downtown
“School Bells Are Ringing” Exhibit
Saturday, February 11
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Monday, February 13
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Tuesday, February 14
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Art in Motion”
Tuesday, February 14
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Tuesday, February 14
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Wednesday, February 15
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Art in Motion”
Wednesday, February 15
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Wednesday, February 15
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre Play: Rock of Ages
Wednesday, February 15
7:30 pm
ROCK OF AGES takes you back to the time of big bands with big egos playing big guitar solos, and sporting even bigger hair!
Garden Theatre, 160 West Plant Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Thursday, February 16
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Art in Motion”
Thursday, February 16
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Thursday, February 16
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre Play: Rock of Ages
Thursday, February 16
7:30 pm
ROCK OF AGES takes you back to the time of big bands with big egos playing big guitar solos, and sporting even bigger hair!
Garden Theatre, 160 West Plant Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Friday, February 17
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Take Over the Trails Day
Friday, February 17
9:00 am - 12:00 pm
Come by the Take Over the Trails Day for activities, giveaways, safety info, and a scavenger hunt along the West Orange Trail starting at the Healthy West Orange Arts and Heritage Center at the Town of Oakland. Free.
West Orange Arts & Heritage Center, 126 W. Petris Avenue, Oakland
Art Exhibition: “Art in Motion”
Friday, February 17
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Friday, February 17
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre Play: My Mother’s Italian, My Father’s Jewish & I’m in Therapy!
Friday, February 17
7:30 pm
Steve Solomon’s smash hit, is inspired by Steve’s hilarious family and all the people in his life whose sole purpose is to drive him into therapy … and they succeeded!
Garden Theatre, 160 West Plant Street
Winter Garden Farmers Market
Saturday, February 18
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Eat Ice Cream for Breakfast @ Kelly’s Ice Cream’s Fundraiser for Childhood Cancer Awareness
Saturday, February 18
9:00 am - 11:00 am
50% of all sales during breakfast will be donated to Give Kids the World Village!
Kelly’s Homemade Ice Cream, 276 W. Plant Street
Art Exhibition: “Art in Motion”
Saturday, February 18
10:00 am - 4:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Saturday, February 18
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Winter Garden Heritage Museum – Book Signing: “Florida, A History in Pictures”
Saturday, February 18
1:30 pm
Authors Mike McGinness and Jeff Davies have put together the definitive photographic account of the Sunshine State. After an informative presentation, books will be available for sale and signing.
Winter Garden Heritage Foundation’s Heller Hall, 21 East Plant Street
Garden Theatre Play: My Mother’s Italian, My Father’s Jewish & I’m in Therapy!
Saturday, February 18
2:00 pm
Steve Solomon’s smash hit, is inspired by Steve’s hilarious family and all the people in his life whose sole purpose is to drive him into therapy … and they succeeded!
Garden Theatre, 160 West Plant Street
Garden Theatre Play: My Mother’s Italian, My Father’s Jewish & I’m in Therapy!
Saturday, February 18
7:30 pm
Steve Solomon’s smash hit, is inspired by Steve’s hilarious family and all the people in his life whose sole purpose is to drive him into therapy … and they succeeded!
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Rock of Ages
Sunday, February 19
2:00 pm
ROCK OF AGES takes you back to the time of big bands with big egos playing big guitar solos, and sporting even bigger hair!
Garden Theatre, 160 West Plant Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Monday, February 20
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Tuesday, February 21
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Art in Motion”
Tuesday, February 21
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Tuesday, February 21
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Wednesday, February 22
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Art in Motion”
Wednesday, February 22
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Wednesday, February 22
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre Play: Rock of Ages
Wednesday, February 22
7:30 pm
ROCK OF AGES takes you back to the time of big bands with big egos playing big guitar solos, and sporting even bigger hair!
Garden Theatre, 160 West Plant Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Thursday, February 23
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Art in Motion”
Thursday, February 23
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Thursday, February 23
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre Play: Rock of Ages
Thursday, February 23
7:30 pm
ROCK OF AGES takes you back to the time of big bands with big egos playing big guitar solos, and sporting even bigger hair!
Garden Theatre, 160 West Plant Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Friday, February 24
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Art in Motion”
Friday, February 24
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Friday, February 24
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre Play: Rock of Ages
Friday, February 24
7:30 pm
ROCK OF AGES takes you back to the time of big bands with big egos playing big guitar solos, and sporting even bigger hair!
Garden Theatre, 160 West Plant Street
Winter Garden Farmers Market
Saturday, February 25
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “Art in Motion”
Saturday, February 25
10:00 am - 4:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“School Bells Are Ringing” Exhibit
Saturday, February 25
11:00 am - 3:00 pm
The history of education is explored through a series of photographs and artifacts gathered across a century. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre Play: Rock of Ages
Saturday, February 25
2:00 pm
ROCK OF AGES takes you back to the time of big bands with big egos playing big guitar solos, and sporting even bigger hair!
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Rock of Ages
Saturday, February 25
7:30 pm
ROCK OF AGES takes you back to the time of big bands with big egos playing big guitar solos, and sporting even bigger hair!
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Rock of Ages
Sunday, February 26
2:00 pm
ROCK OF AGES takes you back to the time of big bands with big egos playing big guitar solos, and sporting even bigger hair!
Garden Theatre, 160 West Plant Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Monday, February 27
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street

Art Exhibition: “Reflection of Time: Tribute to Local African American Artists”
Tuesday, February 28
7:30 am - 5:30 pm
Various mediums of artwork from talented local African-American artists will be presented in this exhibit curated by Crealdé School of Art.
Art in Public Places Gallery, City Hall 300 W. Plant Street
Art Exhibition: “Art in Motion”
Tuesday, February 28
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
March 2023

Art Exhibition: West Orange Women: Making History, Part One
Wednesday, March 1
7:30 am - 5:30 pm
The exhibit features a wide variety of accomplished women from all areas of life. It is a celebration of the women who helped establish Winter Garden and West Orange County -- from the days when pioneer families cultivated the land to the politicians and community leaders of today. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Wednesday, March 1
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Art in Motion”
Wednesday, March 1
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Rock of Ages
Wednesday, March 1
7:30 pm
ROCK OF AGES takes you back to the time of big bands with big egos playing big guitar solos, and sporting even bigger hair!
Garden Theatre, 160 West Plant Street

Art Exhibition: West Orange Women: Making History, Part One
Thursday, March 2
7:30 am - 5:30 pm
The exhibit features a wide variety of accomplished women from all areas of life. It is a celebration of the women who helped establish Winter Garden and West Orange County -- from the days when pioneer families cultivated the land to the politicians and community leaders of today. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Thursday, March 2
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Art in Motion”
Thursday, March 2
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Rock of Ages
Thursday, March 2
7:30 pm
ROCK OF AGES takes you back to the time of big bands with big egos playing big guitar solos, and sporting even bigger hair!
Garden Theatre, 160 West Plant Street

Art Exhibition: West Orange Women: Making History, Part One
Friday, March 3
7:30 am - 5:30 pm
The exhibit features a wide variety of accomplished women from all areas of life. It is a celebration of the women who helped establish Winter Garden and West Orange County -- from the days when pioneer families cultivated the land to the politicians and community leaders of today. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Friday, March 3
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Art in Motion”
Friday, March 3
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, March 3
7:00 pm - 9:00 pm
Southbound Duo (Bluegrass, Folk)
Downtown Winter Garden, Centennial Plaza Gazebo
Garden Theatre Play: Rock of Ages
Friday, March 3
7:30 pm
ROCK OF AGES takes you back to the time of big bands with big egos playing big guitar solos, and sporting even bigger hair!
Garden Theatre, 160 West Plant Street
Art Exhibition: “Art in Motion”
Saturday, March 4
10:00 am - 4:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Saturday, March 4
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre Play: Rock of Ages
Saturday, March 4
2:00 pm
ROCK OF AGES takes you back to the time of big bands with big egos playing big guitar solos, and sporting even bigger hair!
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Rock of Ages
Saturday, March 4
7:30 pm
ROCK OF AGES takes you back to the time of big bands with big egos playing big guitar solos, and sporting even bigger hair!
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Rock of Ages
Sunday, March 5
2:00 pm
ROCK OF AGES takes you back to the time of big bands with big egos playing big guitar solos, and sporting even bigger hair!
Garden Theatre, 160 West Plant Street

Art Exhibition: West Orange Women: Making History, Part One
Monday, March 6
7:30 am - 5:30 pm
The exhibit features a wide variety of accomplished women from all areas of life. It is a celebration of the women who helped establish Winter Garden and West Orange County -- from the days when pioneer families cultivated the land to the politicians and community leaders of today. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street

Art Exhibition: West Orange Women: Making History, Part One
Tuesday, March 7
7:30 am - 5:30 pm
The exhibit features a wide variety of accomplished women from all areas of life. It is a celebration of the women who helped establish Winter Garden and West Orange County -- from the days when pioneer families cultivated the land to the politicians and community leaders of today. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Tuesday, March 7
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Art in Motion”
Tuesday, March 7
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: West Orange Women: Making History, Part One
Wednesday, March 8
7:30 am - 5:30 pm
The exhibit features a wide variety of accomplished women from all areas of life. It is a celebration of the women who helped establish Winter Garden and West Orange County -- from the days when pioneer families cultivated the land to the politicians and community leaders of today. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Wednesday, March 8
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Art in Motion”
Wednesday, March 8
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Rock of Ages
Wednesday, March 8
7:30 pm
ROCK OF AGES takes you back to the time of big bands with big egos playing big guitar solos, and sporting even bigger hair!
Garden Theatre, 160 West Plant Street

Art Exhibition: West Orange Women: Making History, Part One
Thursday, March 9
7:30 am - 5:30 pm
The exhibit features a wide variety of accomplished women from all areas of life. It is a celebration of the women who helped establish Winter Garden and West Orange County -- from the days when pioneer families cultivated the land to the politicians and community leaders of today. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Thursday, March 9
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Art in Motion”
Thursday, March 9
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Rock of Ages
Thursday, March 9
7:30 pm
ROCK OF AGES takes you back to the time of big bands with big egos playing big guitar solos, and sporting even bigger hair!
Garden Theatre, 160 West Plant Street

Art Exhibition: West Orange Women: Making History, Part One
Friday, March 10
7:30 am - 5:30 pm
The exhibit features a wide variety of accomplished women from all areas of life. It is a celebration of the women who helped establish Winter Garden and West Orange County -- from the days when pioneer families cultivated the land to the politicians and community leaders of today. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Friday, March 10
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Art in Motion”
Friday, March 10
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, March 10
7:00 pm - 9:00 pm
Grimes Alley (Country, Blues)
Downtown Winter Garden, Centennial Plaza Gazebo
Garden Theatre Play: Rock of Ages
Friday, March 10
7:30 pm
ROCK OF AGES takes you back to the time of big bands with big egos playing big guitar solos, and sporting even bigger hair!
Garden Theatre, 160 West Plant Street
Winter Garden Farmers Market
Saturday, March 11
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “Art in Motion”
Saturday, March 11
10:00 am - 4:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Saturday, March 11
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre Play: Rock of Ages
Saturday, March 11
2:00 pm
ROCK OF AGES takes you back to the time of big bands with big egos playing big guitar solos, and sporting even bigger hair!
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Rock of Ages
Saturday, March 11
7:30 pm
ROCK OF AGES takes you back to the time of big bands with big egos playing big guitar solos, and sporting even bigger hair!
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Rock of Ages
Sunday, March 12
2:00 pm
ROCK OF AGES takes you back to the time of big bands with big egos playing big guitar solos, and sporting even bigger hair!
Garden Theatre, 160 West Plant Street

Art Exhibition: West Orange Women: Making History, Part One
Monday, March 13
7:30 am - 5:30 pm
The exhibit features a wide variety of accomplished women from all areas of life. It is a celebration of the women who helped establish Winter Garden and West Orange County -- from the days when pioneer families cultivated the land to the politicians and community leaders of today. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street

Art Exhibition: West Orange Women: Making History, Part One
Tuesday, March 14
7:30 am - 5:30 pm
The exhibit features a wide variety of accomplished women from all areas of life. It is a celebration of the women who helped establish Winter Garden and West Orange County -- from the days when pioneer families cultivated the land to the politicians and community leaders of today. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Tuesday, March 14
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Art in Motion”
Tuesday, March 14
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: West Orange Women: Making History, Part One
Wednesday, March 15
7:30 am - 5:30 pm
The exhibit features a wide variety of accomplished women from all areas of life. It is a celebration of the women who helped establish Winter Garden and West Orange County -- from the days when pioneer families cultivated the land to the politicians and community leaders of today. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Wednesday, March 15
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Art in Motion”
Wednesday, March 15
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: West Orange Women: Making History, Part One
Thursday, March 16
7:30 am - 5:30 pm
The exhibit features a wide variety of accomplished women from all areas of life. It is a celebration of the women who helped establish Winter Garden and West Orange County -- from the days when pioneer families cultivated the land to the politicians and community leaders of today. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Thursday, March 16
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Art in Motion”
Thursday, March 16
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: West Orange Women: Making History, Part One
Friday, March 17
7:30 am - 5:30 pm
The exhibit features a wide variety of accomplished women from all areas of life. It is a celebration of the women who helped establish Winter Garden and West Orange County -- from the days when pioneer families cultivated the land to the politicians and community leaders of today. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Friday, March 17
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Art in Motion”
Friday, March 17
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
8th Annual Crooked Can Celtic Festival
Friday, March 17
12:00 pm - 11:00 pm
Join us for three days of Live Celtic Music, Irish Dancers, and more! Free for all ages.
Crooked Can Brewing Company, 426 W Plant Street
Fridays on the Plaza
Friday, March 17
7:00 pm - 9:00 pm
Salted Vine (Pop & Rock, 60's to today)
Downtown Winter Garden, Centennial Plaza Gazebo
Farm Day at the Market
Saturday, March 18
8:00 am - 1:00 pm
The Winter Garden Farmers Market is all about the “farm” and on March 18, it will not only be the farm’s produce and dairy at the market, but also farm animals! Kids crafts station at Parking Garage Plaza. Market open 8:00 – 1:00 pm (Event, 9:00 am – 12:00 pm, Free)
Downtown Pavilion, 104 S. Lakeview Avenue
Winter Garden Farmers Market
Saturday, March 18
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “Art in Motion”
Saturday, March 18
10:00 am - 4:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
8th Annual Crooked Can Celtic Festival
Saturday, March 18
11:00 am - 11:00 pm
Join us for three days of Live Celtic Music, Irish Dancers, and more! Free for all ages.
Crooked Can Brewing Company, 426 W Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Saturday, March 18
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
8th Annual Crooked Can Celtic Festival
Sunday, March 19
11:00 am - 11:00 pm
Join us for three days of Live Celtic Music, Irish Dancers, and more! Free for all ages.
Crooked Can Brewing Company, 426 W Plant Street

Art Exhibition: West Orange Women: Making History, Part One
Monday, March 20
7:30 am - 5:30 pm
The exhibit features a wide variety of accomplished women from all areas of life. It is a celebration of the women who helped establish Winter Garden and West Orange County -- from the days when pioneer families cultivated the land to the politicians and community leaders of today. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street

Art Exhibition: West Orange Women: Making History, Part One
Tuesday, March 21
7:30 am - 5:30 pm
The exhibit features a wide variety of accomplished women from all areas of life. It is a celebration of the women who helped establish Winter Garden and West Orange County -- from the days when pioneer families cultivated the land to the politicians and community leaders of today. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Bloom & Grow Garden Society presents: The Queen’s Wreath Vine Sale (vine at Centennial Plaza)
Tuesday, March 21
10:00 am - 3:00 pm
3 gallon container, $55 incl. tax There are limited quantities. Click image to pre-order now!
238 West Smith Street (behind Plant Street Market on the South Side of Smith Street)
Winter Garden Heritage Museum: “World War II and West Orange County”
Tuesday, March 21
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Art in Motion”
Tuesday, March 21
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: West Orange Women: Making History, Part One
Wednesday, March 22
7:30 am - 5:30 pm
The exhibit features a wide variety of accomplished women from all areas of life. It is a celebration of the women who helped establish Winter Garden and West Orange County -- from the days when pioneer families cultivated the land to the politicians and community leaders of today. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Wednesday, March 22
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Art in Motion”
Wednesday, March 22
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: West Orange Women: Making History, Part One
Thursday, March 23
7:30 am - 5:30 pm
The exhibit features a wide variety of accomplished women from all areas of life. It is a celebration of the women who helped establish Winter Garden and West Orange County -- from the days when pioneer families cultivated the land to the politicians and community leaders of today. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Thursday, March 23
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Art in Motion”
Thursday, March 23
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: West Orange Women: Making History, Part One
Friday, March 24
7:30 am - 5:30 pm
The exhibit features a wide variety of accomplished women from all areas of life. It is a celebration of the women who helped establish Winter Garden and West Orange County -- from the days when pioneer families cultivated the land to the politicians and community leaders of today. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Friday, March 24
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Art in Motion”
Friday, March 24
11:00 am - 5:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, March 24
7:00 pm - 9:00 pm
Orlando Gentleman of Jazz (Jazz)
Downtown Winter Garden, Centennial Plaza Gazebo
Winter Garden Farmers Market
Saturday, March 25
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Shop, Dine & Stroll
Saturday, March 25
9:00 am - 10:00 pm
A Daylong Outdoor Shopping & Dining Experience with LIVE MUSIC in picturesque Historic Downtown Winter Garden in celebration of the annual National Mom and Pop Business Owners Day!
Historic Downtown Winter Garden
Art Exhibition: “Art in Motion”
Saturday, March 25
10:00 am - 4:00 pm
A celebration of movement and motion in 2D and 3D art forms. From sports and exercise to concepts like energy, fluidity and mechanics. This theme has a broad range! Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Saturday, March 25
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Evening at the Pops
Saturday, March 25
6:00 pm
Bring a blanket and a picnic basket and enjoy an outdoor concert performed by the Space Coast Symphony Orchestra at the shore of Lake Apopka. Presented by Rotary Club of Winter Garden; co-sponsor City of Winter Garden. Rain date: March 26. Free Instrument Petting Zoo for kids, 4:30 pm. Ticket required $10 Gen Admission, $75 VIP.
Newton Park, 31 W. Garden Avenue

Art Exhibition: West Orange Women: Making History, Part One
Monday, March 27
7:30 am - 5:30 pm
The exhibit features a wide variety of accomplished women from all areas of life. It is a celebration of the women who helped establish Winter Garden and West Orange County -- from the days when pioneer families cultivated the land to the politicians and community leaders of today. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street

Art Exhibition: West Orange Women: Making History, Part One
Tuesday, March 28
7:30 am - 5:30 pm
The exhibit features a wide variety of accomplished women from all areas of life. It is a celebration of the women who helped establish Winter Garden and West Orange County -- from the days when pioneer families cultivated the land to the politicians and community leaders of today. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Tuesday, March 28
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: West Orange Women: Making History, Part One
Wednesday, March 29
7:30 am - 5:30 pm
The exhibit features a wide variety of accomplished women from all areas of life. It is a celebration of the women who helped establish Winter Garden and West Orange County -- from the days when pioneer families cultivated the land to the politicians and community leaders of today. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Wednesday, March 29
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Thursday, March 30
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Friday, March 31
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Friday, March 31
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
April 2023
Chalkin’ It Up Sidewalk Art Contest
Saturday, April 1
6:00 am - 4:00 pm
The Bloom & Grow Garden Society presents the annual Chalkin’ It Up Sidewalk Art Contest at Spring Fever in the Garden. Space is limited, registration deadline: March 17. Click image to register.
City Hall, 300 W. Plant Street
Winter Garden Farmers Market
Saturday, April 1
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Central Florida Railroad Museum – Spring Open House
Saturday, April 1
9:00 am - 3:00 pm
Pop inside the Central Florida Railroad Museum while visiting the annual Spring Fever in the Garden festival to see the amazing artifacts and memorabilia. There will be a special presentation at 1:00 pm, and the museum will have extended hours. Free Admission
Central Florida Railroad Museum, 101 S. Boyd Street
Spring Fever in the Garden
Saturday, April 1
9:00 am - 5:00 pm
Presented by the Bloom & Grow Garden Society in conjunction with the City of Winter Garden, the 21st annual two-day festival has a wide array of flowers and foliage for sale, a sidewalk chalk art contest, live music, a Kid Zone, nature-related arts and crafts, and more! Free
Historic Downtown Winter Garden
Art Exhibition: “Top Choice Annual Awards Show”
Saturday, April 1
10:00 am - 4:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Saturday, April 1
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Spring Fever in the Garden
Sunday, April 2
10:00 am - 4:00 pm
Presented by the Bloom & Grow Garden Society in conjunction with the City of Winter Garden, the 21st annual two-day festival has a wide array of flowers and foliage for sale, a sidewalk chalk art contest, live music, a Kid Zone, nature-related arts and crafts, and more! Free
Historic Downtown Winter Garden

Art Exhibition: “High School Top Choice Annual Awards Show”
Monday, April 3
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Tuesday, April 4
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Tuesday, April 4
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Tuesday, April 4
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Wednesday, April 5
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Wednesday, April 5
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Wednesday, April 5
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Thursday, April 6
7:30 am - 5:00 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Thursday, April 6
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Thursday, April 6
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “High School Top Choice Annual Awards Show” – Awards Reception
Thursday, April 6
5:00 pm - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Public Invited. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Art Exhibition: “Top Choice Annual Awards Show” ~ Opening Reception
Thursday, April 6
5:30 pm - 8:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Opening reception, Public Invited. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Friday, April 7
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Friday, April 7
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, April 7
7:00 pm - 9:00 pm
Sound Traveler Band (Acoustic, Pop)
Downtown Winter Garden, Centennial Plaza Gazebo
Arts in April Kids Art Session at the Farmers Market
Saturday, April 8
9:00 am - 12:00 pm
Come by the Art Tent and create a variety of art activities. Market open 8:00 – 1:00 pm (Event, 9:00 am – 12:00 pm, Free)
Downtown Pavilion, 104 S. Lakeview Avenue
Art Exhibition: “Top Choice Annual Awards Show”
Saturday, April 8
10:00 am - 4:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Saturday, April 8
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Monday, April 10
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Tuesday, April 11
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Tuesday, April 11
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Tuesday, April 11
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Wednesday, April 12
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Wednesday, April 12
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Wednesday, April 12
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Thursday, April 13
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Thursday, April 13
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Thursday, April 13
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Friday, April 14
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Friday, April 14
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Friday, April 14
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, April 14
7:00 pm - 9:00 pm
Bird Dog Bobby (Blues)
Downtown Winter Garden, Centennial Plaza Gazebo
Arts in April Urban Sketchers Competition/Plein Air Event
Saturday, April 15
9:00 am - 2:00 pm
Join artists to paint en plein air in downtown, or witness their creations come to life. Urban Sketchers: Check in starts at 9:00 am at SOBO Art Gallery. Bring blank paper or canvas to be stamped at check-in. Create art anywhere around Winter Garden Farmers Market or along Plant Street. Submit two photos of completed art (one showing Urban Sketchers stamp) online at wgart.org/urban by 11:00 pm. Free
SOBO Art Gallery, 127 S. Boyd Street - Winter Garden Farmers Market, 104 S. Lakeview Avenue / Along West Plant Street
Arts in April Kids Art Session at the Farmers Market
Saturday, April 15
9:00 am - 12:00 pm
Come by the Art Tent and create a variety of art activities. Market open 8:00 – 1:00 pm (Event, 9:00 am – 12:00 pm, Free)
Downtown Pavilion, 104 S. Lakeview Avenue
Art Exhibition: “Top Choice Annual Awards Show”
Saturday, April 15
10:00 am - 4:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Saturday, April 15
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Friends of Lake Apopka 6th Annual Bike Ride
Sunday, April 16
8:30 am
Cycle around one of Florida's true treasures. Choose from 8, 16, 32, 40 mile rides. Click image to register.
40 mile ride starts in downtown historic Winter Garden - All other distances start at Magnolia Park.

Art Exhibition: “High School Top Choice Annual Awards Show”
Monday, April 17
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Tuesday, April 18
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Tuesday, April 18
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Tuesday, April 18
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Something Rotten!
Tuesday, April 18
7:30 pm
Preview - Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Wednesday, April 19
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Wednesday, April 19
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Wednesday, April 19
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Something Rotten!
Wednesday, April 19
7:30 pm
Preview - Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Thursday, April 20
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Thursday, April 20
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Thursday, April 20
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Friday, April 21
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Friday, April 21
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Friday, April 21
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, April 21
7:00 pm - 9:00 pm
Amanda & Steve Music (Acoustic, Covers)
Downtown Winter Garden, Centennial Plaza Gazebo
Garden Theatre Play: Something Rotten!
Friday, April 21
7:30 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street
Winter Garden Police Athletic League Softball Tournament
Saturday, April 22
8:00 am
Register a team and come out to play in this one-pitch tournament! Registration ends on Friday, April 07, 2023
Veteran’s Park, 420 S. Park Ave.
Earth Day Events at Farmers Market – FREE
Saturday, April 22
8:00 am - 1:00 pm
Plastic Bag Exchange for City’s 120th Anniversary Reusable Tote Bag (while supplies last) & Recycled Art Project for Arts in April Kids Session.
Bag Exchange Giveaway, 8:00 am – 1:00 pm (or while supplies last) Downtown Pavilion, 104 S. Lakeview Avenue Recycled Art Kids Session, 9:00 am – 12:00 pm Parking Garage Plaza, 160 S. Boyd Street
Heritage Trees Guided Walking Tour for Earth Day
Saturday, April 22
8:30 am
A guided 2-mile tour of trees through historic downtown in celebration of Earth Day, led by the Bloom and Grow Garden Society and the Winter Garden Heritage Foundation. No RSVP needed
City Hall, 300 W. Plant St. (back parking lot)
Arts in April Kids Art Session at the Farmers Market
Saturday, April 22
9:00 am - 12:00 pm
Come by the Art Tent and create a variety of art activities. Market open 8:00 – 1:00 pm (Event, 9:00 am – 12:00 pm, Free)
Downtown Pavilion, 104 S. Lakeview Avenue
Art Exhibition: “Top Choice Annual Awards Show”
Saturday, April 22
10:00 am - 4:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Saturday, April 22
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre Play: Something Rotten!
Saturday, April 22
2:00 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Something Rotten!
Saturday, April 22
7:30 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Something Rotten!
Sunday, April 23
2:00 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Monday, April 24
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Tuesday, April 25
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Tuesday, April 25
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Tuesday, April 25
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Wednesday, April 26
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Wednesday, April 26
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Wednesday, April 26
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Always…Patsy Cline
Wednesday, April 26
7:30 pm
Opening Night - The musical play is full of down-home humor, sincere emotion, and a heart-warming look at a special friendship and includes many of Patsy’s unforgettable hits. Rated PG. Click image to purchase tickets.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Something Rotten!
Wednesday, April 26
7:30 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Thursday, April 27
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Thursday, April 27
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Thursday, April 27
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Something Rotten!
Thursday, April 27
7:30 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Friday, April 28
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Friday, April 28
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Friday, April 28
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, April 28
7:00 pm - 9:00 pm
The Lynne Gibson Project (Folk, Bluegrass)
Downtown Winter Garden, Centennial Plaza Gazebo
Garden Theatre Play: Something Rotten!
Friday, April 28
7:30 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street
Winter Garden Farmers Market
Saturday, April 29
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “Top Choice Annual Awards Show”
Saturday, April 29
10:00 am - 4:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Saturday, April 29
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre Play: Something Rotten!
Saturday, April 29
2:00 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street
Art Night VIP
Saturday, April 29
6:30 pm - 10:00 pm
Immerse yourself in the arts on this special night that includes a variety of art experiences, a silent art auction, beverages, and light appetizers. This is a ticketed event to benefit the Winter Garden Art Association. Purchase tickets at wgart.org/vip ($75 advance purchase or sponsorship).
Historic Downtown Winter Garden
Garden Theatre Play: Something Rotten!
Saturday, April 29
7:30 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street

Arts in April Light Show
Saturday, April 29
8:30 pm - 9:30 pm
An outdoor projection show with artists’ works illuminated on the façade of SOBO Art Gallery, creating a visually stunning immersive art experience. The public is invited to stroll by or bring a chair to enjoy the beautiful display. Free.
SOBO Art Gallery, 127 S. Boyd Street
Garden Theatre Play: Something Rotten!
Sunday, April 30
2:00 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street
May 2023

Art Exhibition: “High School Top Choice Annual Awards Show”
Monday, May 1
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Tuesday, May 2
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Tuesday, May 2
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Tuesday, May 2
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Wednesday, May 3
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Wednesday, May 3
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Wednesday, May 3
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Something Rotten!
Wednesday, May 3
7:30 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Thursday, May 4
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Thursday, May 4
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Thursday, May 4
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Something Rotten!
Thursday, May 4
7:30 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Friday, May 5
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Friday, May 5
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Friday, May 5
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, May 5
7:00 pm - 9:00 pm
TwoJay Duo (R & B Jazz, Soul)
Downtown Winter Garden, Centennial Plaza Gazebo
Garden Theatre Play: Something Rotten!
Friday, May 5
7:30 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street
Winter Garden Farmers Market
Saturday, May 6
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “Top Choice Annual Awards Show”
Saturday, May 6
10:00 am - 4:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Saturday, May 6
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre Play: Something Rotten!
Saturday, May 6
2:00 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Something Rotten!
Saturday, May 6
7:30 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Something Rotten!
Sunday, May 7
2:00 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Monday, May 8
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Tuesday, May 9
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Tuesday, May 9
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Tuesday, May 9
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Wednesday, May 10
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Wednesday, May 10
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Wednesday, May 10
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Something Rotten!
Wednesday, May 10
7:30 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Thursday, May 11
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Thursday, May 11
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free AdmissionAn exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Thursday, May 11
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Downtown Boutique Spring Stroll
Thursday, May 11
5:00 pm - 8:00 pm
Participating Downtown shops host a special night of SIPS, SNACKS, and SHOPPING with complimentary light refreshments, outdoor/indoor sales, promotions, and surprises. It is perfect timing to shop for Mother's Day!
Historic Downtown Winter Garden
Garden Theatre Play: Something Rotten!
Thursday, May 11
7:30 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Friday, May 12
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Friday, May 12
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Friday, May 12
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Terrariums & Candle Pouring for Two
Friday, May 12
6:00 pm - 9:00 pm
Pour artisan candles and design living terrariums with LiveTrends Boutique and Artifact candle Foundry in Downtown Winter Garden. A fun way to celebrate and gift for Mother’s Day! Click image to purchase tickets.
LiveTrends Boutique, 279 Tremaine Street
Fridays on the Plaza
Friday, May 12
7:00 pm - 9:00 pm
Sandy Back Porch (Bluegrass)
Downtown Winter Garden, Centennial Plaza Gazebo
Garden Theatre Play: Something Rotten!
Friday, May 12
7:30 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street
Winter Garden Farmers Market
Saturday, May 13
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “Top Choice Annual Awards Show”
Saturday, May 13
10:00 am - 4:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Saturday, May 13
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre Play: Something Rotten!
Saturday, May 13
2:00 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Something Rotten!
Saturday, May 13
7:30 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Something Rotten!
Sunday, May 14
2:00 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Monday, May 15
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street

What’s the Buzz? Supporting Pollinators in Winter Garden, Florida
Monday, May 15
6:30 pm
Info session about pollinators and how you can easily support them in your own backyard hosted by Dr. Becki Lynch, Pollinator Power Project (Bloom & Grow Garden Society) Class limit, $5 donation suggested. Register at springfeverinthegarden@gmail.com (name, phone#, choice of class date: May 15 or 16)
Heller Hall, WG Heritage Foundation, 21 E Plant Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Tuesday, May 16
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street

What’s the Buzz? Supporting Pollinators in Winter Garden, Florida
Tuesday, May 16
10:00 am
Info session about pollinators and how you can easily support them in your own backyard hosted by Dr. Becki Lynch, Pollinator Power Project (Bloom & Grow Garden Society) Class limit, $5 donation suggested. Register at springfeverinthegarden@gmail.com (name, phone#, choice of class date: May 15 or 16)
Heller Hall, WG Heritage Foundation, 21 E Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Tuesday, May 16
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Tuesday, May 16
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Wednesday, May 17
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Wednesday, May 17
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Wednesday, May 17
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Something Rotten!
Wednesday, May 17
7:30 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Thursday, May 18
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Thursday, May 18
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Thursday, May 18
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
The Revelation Collective Presents…An Experience
Thursday, May 18
7:00 pm - 9:00 pm
Team of in-house artists and technicians present how to build a successful creative business. Held at new 7,000 square-foot production studio. Tickets to a VIP event at 5:30 pm are also available.
130 NW Crown Point Road
Garden Theatre Play: Something Rotten!
Thursday, May 18
7:30 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Friday, May 19
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Friday, May 19
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Friday, May 19
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
The Revelation Collective Presents…An Experience
Friday, May 19
2:00 pm - 4:00 pm
Team of in-house artists and technicians present how to build a successful creative business. Held at new 7,000 square-foot production studio. Tickets to a VIP event at 5:30 pm are also available.
130 NW Crown Point Road
The Revelation Collective Presents…An Experience
Friday, May 19
7:00 pm - 9:00 pm
Team of in-house artists and technicians present how to build a successful creative business. Held at new 7,000 square-foot production studio. Tickets to a VIP event at 5:30 pm are also available.
130 NW Crown Point Road
Fridays on the Plaza
Friday, May 19
7:00 pm - 9:00 pm
Renegade Fusion (Country)
Downtown Winter Garden, Centennial Plaza Gazebo
Garden Theatre Play: Something Rotten!
Friday, May 19
7:30 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street
Miniature Golf Day at the Market
Saturday, May 20
8:00 am - 1:00 pm
Kids and the entire family will enjoy the pop-up miniature golf course and other fun outdoor games on the lawn adjacent to the Pavilion. Free
Downtown Pavilion, 104 S. Lakeview Avenue
Art Exhibition: “Top Choice Annual Awards Show”
Saturday, May 20
10:00 am - 4:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Saturday, May 20
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre Play: Something Rotten!
Saturday, May 20
2:00 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Something Rotten!
Saturday, May 20
7:30 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Something Rotten!
Sunday, May 21
2:00 pm
Brothers Nick and Nigel Bottom are writing their way through the Renaissance, but are stuck in the shadow of famed playwright William Shakespeare. The Bottom Brothers scramble to write the world’s first musical while fighting social norms, family struggles, and “The Bard” himself.
Garden Theatre, 160 West Plant Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Monday, May 22
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Tuesday, May 23
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Tuesday, May 23
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Tuesday, May 23
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Wednesday, May 24
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Wednesday, May 24
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Wednesday, May 24
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Thursday, May 25
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Thursday, May 25
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Thursday, May 25
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Friday, May 26
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Friday, May 26
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Top Choice Annual Awards Show”
Friday, May 26
11:00 am - 5:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, May 26
7:00 pm - 9:00 pm
Scott Davidson (70's to today, Southern Rock)
Downtown Winter Garden, Centennial Plaza Gazebo
Winter Garden Farmers Market
Saturday, May 27
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “Top Choice Annual Awards Show”
Saturday, May 27
10:00 am - 4:00 pm
SOBO’s Annual Awards Exhibition of the best 2D & 3D works launches for the annual Arts in April celebration. Awards to be presented for Best of Show, People’s Choice, Curator’s Choice, and Multiple Medium Category Winners. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Saturday, May 27
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Tuesday, May 30
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Tuesday, May 30
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Tuesday, May 30
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “High School Top Choice Annual Awards Show”
Wednesday, May 31
7:30 am - 5:30 pm
A selection of 2D and 3D works of art from area high school students. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “World War II and West Orange County”
Wednesday, May 31
11:00 am - 3:00 pm
An exhibit featuring photographs and artifacts honoring the service personnel who served in World War II both at home and abroad. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Wednesday, May 31
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
June 2023

Art Exhibition: “We’ve Got Mail: A Postal History of West Orange County”
Thursday, June 1
7:30 am - 5:30 pm
The exhibit highlights the post offices that served as lifelines to a pioneer population living hundreds or even thousands of miles from major cities. Included are letters and announcements heralding births, weddings- and the beginning of World War II in the United States. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Thursday, June 1
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Thursday, June 1
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Art Exhibition: “Florida Water Ways & Wild Life” ~ Opening Reception
Thursday, June 1
5:30 pm - 8:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Opening Reception. Public Invited. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “We’ve Got Mail: A Postal History of West Orange County”
Friday, June 2
7:30 am - 5:30 pm
The exhibit highlights the post offices that served as lifelines to a pioneer population living hundreds or even thousands of miles from major cities. Included are letters and announcements heralding births, weddings- and the beginning of World War II in the United States. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Friday, June 2
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Friday, June 2
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, June 2
7:00 pm - 9:00 pm
Watkins Duo (Acoustic, 70s & 80s)
Downtown Winter Garden, Centennial Plaza Gazebo
Winter Garden Farmers Market 15th Birthday Celebration
Saturday, June 3
8:00 am - 1:00 pm
You are invited to Winter Garden Farmers Market 15th Birthday Celebration. FREE Face Painting, Kids Crafts, Live Music, Lawn Games, and Giveaway of City 120th Anniversary Tote Bags to first 120 guests (while supplies last).
Downtown Pavilion, 104 S. Lakeview Avenue
Art Exhibition: “Florida Water Ways & Wild Life”
Saturday, June 3
10:00 am - 4:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Saturday, June 3
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “We’ve Got Mail: A Postal History of West Orange County”
Monday, June 5
7:30 am - 5:30 pm
The exhibit highlights the post offices that served as lifelines to a pioneer population living hundreds or even thousands of miles from major cities. Included are letters and announcements heralding births, weddings- and the beginning of World War II in the United States. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street

Art Exhibition: “We’ve Got Mail: A Postal History of West Orange County”
Tuesday, June 6
7:30 am - 5:30 pm
The exhibit highlights the post offices that served as lifelines to a pioneer population living hundreds or even thousands of miles from major cities. Included are letters and announcements heralding births, weddings- and the beginning of World War II in the United States. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Tuesday, June 6
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Tuesday, June 6
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “We’ve Got Mail: A Postal History of West Orange County”
Wednesday, June 7
7:30 am - 5:30 pm
The exhibit highlights the post offices that served as lifelines to a pioneer population living hundreds or even thousands of miles from major cities. Included are letters and announcements heralding births, weddings- and the beginning of World War II in the United States. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Wednesday, June 7
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Wednesday, June 7
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “We’ve Got Mail: A Postal History of West Orange County”
Thursday, June 8
7:30 am - 5:30 pm
The exhibit highlights the post offices that served as lifelines to a pioneer population living hundreds or even thousands of miles from major cities. Included are letters and announcements heralding births, weddings- and the beginning of World War II in the United States. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Thursday, June 8
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Thursday, June 8
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “We’ve Got Mail: A Postal History of West Orange County”
Friday, June 9
7:30 am - 5:30 pm
The exhibit highlights the post offices that served as lifelines to a pioneer population living hundreds or even thousands of miles from major cities. Included are letters and announcements heralding births, weddings- and the beginning of World War II in the United States. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Friday, June 9
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Friday, June 9
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, June 9
7:00 pm - 9:00 pm
Concrete & Country (Ya'llternative)
Downtown Winter Garden, Centennial Plaza Gazebo
Winter Garden Farmers Market
Saturday, June 10
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “Florida Water Ways & Wild Life”
Saturday, June 10
10:00 am - 4:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Saturday, June 10
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
The Landsharks: The Jimmy Buffet Tribute Band Presented by Victory Productions & Garden Theatre
Saturday, June 10
2:00 pm
Come have some fun with one of the most entertaining and interactive party bands in the world. This global sensation has played for millions, including opening for Jimmy Buffet. Tickets start at $35.
Garden Theatre, 160 West Plant Street
The Landsharks: The Jimmy Buffet Tribute Band Presented by Victory Productions & Garden Theatre
Saturday, June 10
7:30 pm
Come have some fun with one of the most entertaining and interactive party bands in the world. This global sensation has played for millions, including opening for Jimmy Buffet. Tickets start at $35.
Garden Theatre, 160 West Plant Street
The Landsharks: The Jimmy Buffet Tribute Band Presented by Victory Productions & Garden Theatre
Sunday, June 11
2:00 pm
Come have some fun with one of the most entertaining and interactive party bands in the world. This global sensation has played for millions, including opening for Jimmy Buffet. Tickets start at $35.
Garden Theatre, 160 West Plant Street

Art Exhibition: “We’ve Got Mail: A Postal History of West Orange County”
Monday, June 12
7:30 am - 5:30 pm
The exhibit highlights the post offices that served as lifelines to a pioneer population living hundreds or even thousands of miles from major cities. Included are letters and announcements heralding births, weddings- and the beginning of World War II in the United States. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street

Art Exhibition: “We’ve Got Mail: A Postal History of West Orange County”
Tuesday, June 13
7:30 am - 5:30 pm
The exhibit highlights the post offices that served as lifelines to a pioneer population living hundreds or even thousands of miles from major cities. Included are letters and announcements heralding births, weddings- and the beginning of World War II in the United States. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Tuesday, June 13
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Tuesday, June 13
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “We’ve Got Mail: A Postal History of West Orange County”
Wednesday, June 14
7:30 am - 5:30 pm
The exhibit highlights the post offices that served as lifelines to a pioneer population living hundreds or even thousands of miles from major cities. Included are letters and announcements heralding births, weddings- and the beginning of World War II in the United States. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Wednesday, June 14
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Wednesday, June 14
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “We’ve Got Mail: A Postal History of West Orange County”
Thursday, June 15
7:30 am - 5:30 pm
The exhibit highlights the post offices that served as lifelines to a pioneer population living hundreds or even thousands of miles from major cities. Included are letters and announcements heralding births, weddings- and the beginning of World War II in the United States. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Thursday, June 15
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Thursday, June 15
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “We’ve Got Mail: A Postal History of West Orange County”
Friday, June 16
7:30 am - 5:30 pm
The exhibit highlights the post offices that served as lifelines to a pioneer population living hundreds or even thousands of miles from major cities. Included are letters and announcements heralding births, weddings- and the beginning of World War II in the United States. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Friday, June 16
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Friday, June 16
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, June 16
7:00 pm - 9:00 pm
L & G Live (Pop, Soft Rock, 90s hits)
Downtown Winter Garden, Centennial Plaza Gazebo
Winter Garden Farmers Market
Saturday, June 17
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Juneteenth Freedom Day Celebration
Saturday, June 17
10:00 am - 2:00 pm
Retirees and Friends of Orange County Community Action & Head Start, Inc. in partnership with West Orange Neighborhood Center for Families and The City of Winter Garden
Bethlehem Missionary Baptist Church, 920 E. Plant Street
Art Exhibition: “Florida Water Ways & Wild Life”
Saturday, June 17
10:00 am - 4:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Saturday, June 17
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “We’ve Got Mail: A Postal History of West Orange County”
Monday, June 19
7:30 am - 5:30 pm
The exhibit highlights the post offices that served as lifelines to a pioneer population living hundreds or even thousands of miles from major cities. Included are letters and announcements heralding births, weddings- and the beginning of World War II in the United States. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street

Art Exhibition: “We’ve Got Mail: A Postal History of West Orange County”
Tuesday, June 20
7:30 am - 5:30 pm
The exhibit highlights the post offices that served as lifelines to a pioneer population living hundreds or even thousands of miles from major cities. Included are letters and announcements heralding births, weddings- and the beginning of World War II in the United States. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Tuesday, June 20
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Tuesday, June 20
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “We’ve Got Mail: A Postal History of West Orange County”
Wednesday, June 21
7:30 am - 5:30 pm
The exhibit highlights the post offices that served as lifelines to a pioneer population living hundreds or even thousands of miles from major cities. Included are letters and announcements heralding births, weddings- and the beginning of World War II in the United States. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Wednesday, June 21
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Wednesday, June 21
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “We’ve Got Mail: A Postal History of West Orange County”
Thursday, June 22
7:30 am - 5:30 pm
The exhibit highlights the post offices that served as lifelines to a pioneer population living hundreds or even thousands of miles from major cities. Included are letters and announcements heralding births, weddings- and the beginning of World War II in the United States. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Thursday, June 22
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Thursday, June 22
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “We’ve Got Mail: A Postal History of West Orange County”
Friday, June 23
7:30 am - 5:30 pm
The exhibit highlights the post offices that served as lifelines to a pioneer population living hundreds or even thousands of miles from major cities. Included are letters and announcements heralding births, weddings- and the beginning of World War II in the United States. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Friday, June 23
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Friday, June 23
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, June 23
7:00 pm - 9:00 pm
Orlando Gentleman of Jazz (Jazz)
Downtown Winter Garden, Centennial Plaza Gazebo
Winter Garden Farmers Market
Saturday, June 24
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “Florida Water Ways & Wild Life”
Saturday, June 24
10:00 am - 4:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Saturday, June 24
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Central Florida Railroad Museum – Railroad Historian & Author Presentation
Saturday, June 24
1:30 pm - 2:30 pm
Renowned railroad historian and author, Seth H. Bramson, will present THE FLORIDA EAST COAST RAILWAY: FOR MORE THAN 125 YEARS AMERICA’S SPEEDWAY TO SUNSHINE. Learn about the impact and legacy of Henry Flagler and the Florida East Coast Railway. Free. Click image for required tickets (limited seating).
Central Florida Railroad Museum, 101 S. Boyd Street

Art Exhibition: “We’ve Got Mail: A Postal History of West Orange County”
Monday, June 26
7:30 am - 5:30 pm
The exhibit highlights the post offices that served as lifelines to a pioneer population living hundreds or even thousands of miles from major cities. Included are letters and announcements heralding births, weddings- and the beginning of World War II in the United States. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street

Art Exhibition: “We’ve Got Mail: A Postal History of West Orange County”
Tuesday, June 27
7:30 am - 5:30 pm
The exhibit highlights the post offices that served as lifelines to a pioneer population living hundreds or even thousands of miles from major cities. Included are letters and announcements heralding births, weddings- and the beginning of World War II in the United States. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Tuesday, June 27
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Tuesday, June 27
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “We’ve Got Mail: A Postal History of West Orange County”
Wednesday, June 28
7:30 am - 5:30 pm
The exhibit highlights the post offices that served as lifelines to a pioneer population living hundreds or even thousands of miles from major cities. Included are letters and announcements heralding births, weddings- and the beginning of World War II in the United States. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Wednesday, June 28
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Wednesday, June 28
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “We’ve Got Mail: A Postal History of West Orange County”
Thursday, June 29
7:30 am - 5:30 pm
The exhibit highlights the post offices that served as lifelines to a pioneer population living hundreds or even thousands of miles from major cities. Included are letters and announcements heralding births, weddings- and the beginning of World War II in the United States. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Thursday, June 29
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Thursday, June 29
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Friday, June 30
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Friday, June 30
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Friday, June 30
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
July 2023
Winter Garden Farmers Market Independence Day Celebration
Saturday, July 1
8:00 am - 1:00 pm
Visit the patriotic-decorated market for some good old-fashioned fun including live music, kids crafts, family games on the lawn, and one-stop shopping for your holiday barbecue.
Downtown Pavilion, 104 S. Lakeview Avenue
Art Exhibition: “Florida Water Ways & Wild Life”
Saturday, July 1
10:00 am - 4:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Saturday, July 1
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Monday, July 3
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
19th Annual All American Kids Parade
Tuesday, July 4
8:00 am
Pancake Breakfast (Kids eat free!) 8:00 – 10:00 am - Parade 10:00 am This fun-filled parade is a great way to start Independence Day! Decorate your bike, scooter, or your walking shoes and join us for a red, white and blue stroll through historic downtown Winter Garden! Come out and celebrate! For more information, please call the Winter Garden Heritage Foundation at 407.656.3244. Free
Winter Garden Masonic Lodge, 230 W. Bay Street
Party In The Park
Tuesday, July 4
6:00 pm
Festivities start at 6:00 pm - Fireworks, 9:15 pm. Bring a chair, blanket or have a seat in the grass for this annual Winter Garden tradition! Keep your eyes on the sky for one of the best firework displays in West Orange County. Live music, family activities, food and more keep the evening fun for all ages! Festivities begin at 6:00 pm. Fireworks show at 9:15 pm. Parking is available at Health Central Park and Dillard Street Elementary. Free
Newton Park, 29 W. Garden Avenue

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Wednesday, July 5
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Wednesday, July 5
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Wednesday, July 5
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Thursday, July 6
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Thursday, July 6
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Thursday, July 6
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Friday, July 7
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Friday, July 7
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Friday, July 7
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, July 7
7:00 pm - 9:00 pm
City of Winter Garden presents outdoor live musical entertainment every Friday night in the center of historic downtown. Enjoy while you stroll, dine, and shop, or grab a nearby swing to enjoy! Click image for entertainment line-up.
Downtown Winter Garden, Centennial Plaza Gazebo
Garden Theatre Play: Dreamgirls
Friday, July 7
7:30 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street
Winter Garden Farmers Market
Saturday, July 8
8:00 am - 1:00 pm
Please note that Gardner’s Fresh Produce will not be at the market on July 8.
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “Florida Water Ways & Wild Life”
Saturday, July 8
10:00 am - 4:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Saturday, July 8
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre Play: Dreamgirls
Saturday, July 8
2:00 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Dreamgirls
Saturday, July 8
7:30 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Dreamgirls
Sunday, July 9
2:00 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Monday, July 10
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Central Florida Railroad Museum – The Railroads of Winter Garden: Now and Then Presentation
Monday, July 10
7:00 pm - 8:30 pm
'The Railroads of Winter Garden: Now and Then' by Mike Forrester, president of Central FL Railway Historical Society. A now-and-then slide show presentation of familiar sites around Winter Garden today with commentary on the railroads that served the area. Free, no RSVP required.
Central Florida Railroad Museum, 101 S. Boyd Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Tuesday, July 11
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Tuesday, July 11
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Tuesday, July 11
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Wednesday, July 12
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Wednesday, July 12
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Wednesday, July 12
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Dreamgirls
Wednesday, July 12
7:30 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Thursday, July 13
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Thursday, July 13
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Thursday, July 13
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Dreamgirls
Thursday, July 13
7:30 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Friday, July 14
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Friday, July 14
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Friday, July 14
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, July 14
7:00 pm - 9:00 pm
City of Winter Garden presents outdoor live musical entertainment every Friday night in the center of historic downtown. Enjoy while you stroll, dine, and shop, or grab a nearby swing to enjoy! Click image for entertainment line-up.
Downtown Winter Garden, Centennial Plaza Gazebo
Garden Theatre Play: Dreamgirls
Friday, July 14
7:30 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street
Winter Garden Farmers Market
Saturday, July 15
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “Florida Water Ways & Wild Life”
Saturday, July 15
10:00 am - 4:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Saturday, July 15
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre Play: Dreamgirls
Saturday, July 15
2:00 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Dreamgirls
Saturday, July 15
7:30 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Dreamgirls
Sunday, July 16
2:00 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Monday, July 17
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Tuesday, July 18
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Tuesday, July 18
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Tuesday, July 18
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Wednesday, July 19
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Wednesday, July 19
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Wednesday, July 19
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Thursday, July 20
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Thursday, July 20
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Thursday, July 20
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Dreamgirls
Thursday, July 20
7:30 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Friday, July 21
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Friday, July 21
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Friday, July 21
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, July 21
7:00 pm - 9:00 pm
City of Winter Garden presents outdoor live musical entertainment every Friday night in the center of historic downtown. Enjoy while you stroll, dine, and shop, or grab a nearby swing to enjoy! Click image for entertainment line-up.
Downtown Winter Garden, Centennial Plaza Gazebo
Garden Theatre Play: Dreamgirls
Friday, July 21
7:30 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street
Winter Garden Farmers Market
Saturday, July 22
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “Florida Water Ways & Wild Life”
Saturday, July 22
10:00 am - 4:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Dreamgirls
Saturday, July 22
2:00 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Dreamgirls
Saturday, July 22
7:30 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Dreamgirls
Sunday, July 23
2:00 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Monday, July 24
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Tuesday, July 25
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Tuesday, July 25
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Tuesday, July 25
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Wednesday, July 26
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Wednesday, July 26
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Wednesday, July 26
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Dreamgirls
Wednesday, July 26
7:30 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Thursday, July 27
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Thursday, July 27
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Thursday, July 27
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Dreamgirls
Thursday, July 27
7:30 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Friday, July 28
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Friday, July 28
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Florida Water Ways & Wild Life”
Friday, July 28
11:00 am - 5:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, July 28
7:00 pm - 9:00 pm
City of Winter Garden presents outdoor live musical entertainment every Friday night in the center of historic downtown. Enjoy while you stroll, dine, and shop, or grab a nearby swing to enjoy! Click image for entertainment line-up.
Downtown Winter Garden, Centennial Plaza Gazebo
Garden Theatre Play: Dreamgirls
Friday, July 28
7:30 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street
Winter Garden Farmers Market
Saturday, July 29
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “Florida Water Ways & Wild Life”
Saturday, July 29
10:00 am - 4:00 pm
Florida’s wild life from animals, flora, and fauna to the people and places that make the state such a fun place to live will be featured through 2D & 3D artwork. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Saturday, July 29
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre Play: Dreamgirls
Saturday, July 29
2:00 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Dreamgirls
Saturday, July 29
7:30 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Dreamgirls
Sunday, July 30
2:00 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Monday, July 31
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
August 2023

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Tuesday, August 1
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Tuesday, August 1
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Tuesday, August 1
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Wednesday, August 2
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Wednesday, August 2
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Wednesday, August 2
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Dreamgirls
Wednesday, August 2
7:30 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Thursday, August 3
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Thursday, August 3
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Thursday, August 3
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Art Exhibition: “ Free Expression Abstract” ~ Opening Reception
Thursday, August 3
5:30 pm - 8:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Opening reception, Public Invited. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Dreamgirls
Thursday, August 3
7:30 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Friday, August 4
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Friday, August 4
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Friday, August 4
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, August 4
7:00 pm - 9:00 pm
City of Winter Garden presents outdoor live musical entertainment every Friday night in the center of historic downtown. Enjoy while you stroll, dine, and shop, or grab a nearby swing to enjoy! Click image for entertainment line-up.
Downtown Winter Garden, Centennial Plaza Gazebo
Garden Theatre Play: Dreamgirls
Friday, August 4
7:30 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street
Winter Garden Farmers Market
Saturday, August 5
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “ Free Expression Abstract”
Saturday, August 5
10:00 am - 4:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Saturday, August 5
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre Play: Dreamgirls
Saturday, August 5
2:00 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Dreamgirls
Saturday, August 5
7:30 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Dreamgirls
Sunday, August 6
2:00 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Monday, August 7
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Tuesday, August 8
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Tuesday, August 8
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Tuesday, August 8
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Wednesday, August 9
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Wednesday, August 9
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Wednesday, August 9
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Dreamgirls
Wednesday, August 9
7:30 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Thursday, August 10
7:30 am - 5:30 pm
TThis cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Thursday, August 10
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Thursday, August 10
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Dreamgirls
Thursday, August 10
7:30 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Friday, August 11
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Friday, August 11
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Friday, August 11
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, August 11
7:00 pm - 9:00 pm
City of Winter Garden presents outdoor live musical entertainment every Friday night in the center of historic downtown. Enjoy while you stroll, dine, and shop, or grab a nearby swing to enjoy! Click image for entertainment line-up.
Downtown Winter Garden, Centennial Plaza Gazebo
Garden Theatre Play: Dreamgirls
Friday, August 11
7:30 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street
National Farmers Market Week Celebration
Saturday, August 12
8:00 am - 1:00 pm
Pay tribute to your backyard farmers market in honor of National Farmers Market Week. Enjoy 100+ vendors, nearly 20 local farm booths, live music, KidZone with free kids crafts, live music, family-fun games on the lawn and more!
Downtown Pavilion, 104 S. Lakeview Avenue
Art Exhibition: “ Free Expression Abstract”
Saturday, August 12
10:00 am - 4:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Saturday, August 12
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre Play: Dreamgirls
Saturday, August 12
2:00 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Dreamgirls
Saturday, August 12
7:30 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Dreamgirls
Sunday, August 13
2:00 pm
Dreamgirls will take you on a journey as the three friends embark on a musical roller coaster through the ruthless world of show business.
Garden Theatre, 160 West Plant Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Monday, August 14
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Orlando Choral Society 2023-2024 Season Launch
Monday, August 14
6:30 pm
Orlando Choral Society invites you to Info Meeting and Auditions for Candlelight, Sing in Steinmetz Hall, Caroling, and a ton of more fun opportunities. Free, but bring a dish to share. Click image to register.
Tanner Hall, 29 W Garden Avenue
Central Florida Railroad Museum – The Sunshine Corridor: Passenger Rail in Central Florida Presentation
Monday, August 14
7:00 pm - 8:30 pm
'The Sunshine Corridor: Passenger Rail in Central Florida,' by Bob O’Malley, consultant for the development of the Sunshine Corridor, and former executive with CSX Transportation, BrightLine Trains, and MetroPlan Orlando. Presentation will cover his long career experience working on freight and passenger rail projects, and his insight about the future of passenger rail in Florida. Free, no RSVP required.
Central Florida Railroad Museum, 101 S. Boyd Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Tuesday, August 15
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Tuesday, August 15
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Tuesday, August 15
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
SOBO Art Gallery: Technique Tuesday @ 2 PM
Tuesday, August 15
2:00 pm
Weekly “create” event and opportunity for all skills levels to learn, grow, and be inspired through the talents of other artists. Free for members, first-time visitors, and guests of members. Click image for details.
SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Wednesday, August 16
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Wednesday, August 16
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Wednesday, August 16
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Thursday, August 17
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Thursday, August 17
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Thursday, August 17
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Friday, August 18
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Friday, August 18
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Friday, August 18
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, August 18
7:00 pm - 9:00 pm
City of Winter Garden presents outdoor live musical entertainment every Friday night in the center of historic downtown. Enjoy while you stroll, dine, and shop, or grab a nearby swing to enjoy! Click image for entertainment line-up.
Downtown Winter Garden, Centennial Plaza Gazebo
Garden Theatre: America’s Got Talent Star Comedian Tom Cotter
Friday, August 18
7:30 pm
America’s Got Talent Season 7 runner-up comedian Tom Cotter is taking the comedy scene by storm and stopping in Winter Garden to make us laugh. Click image to purchase tickets.
Garden Theatre, 160 West Plant Street
Winter Garden Farmers Market
Saturday, August 19
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “ Free Expression Abstract”
Saturday, August 19
10:00 am - 4:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Saturday, August 19
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre: America’s Got Talent Star Comedian Tom Cotter
Saturday, August 19
7:30 pm
America’s Got Talent Season 7 runner-up comedian Tom Cotter is taking the comedy scene by storm and stopping in Winter Garden to make us laugh. Click image to purchase tickets.
Garden Theatre, 160 West Plant Street
Garden Theatre: America’s Got Talent Star Comedian Tom Cotter
Sunday, August 20
6:00 pm
America’s Got Talent Season 7 runner-up comedian Tom Cotter is taking the comedy scene by storm and stopping in Winter Garden to make us laugh. Click image to purchase tickets.
Garden Theatre, 160 West Plant Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Monday, August 21
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Tuesday, August 22
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Tuesday, August 22
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Tuesday, August 22
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
SOBO Art Gallery: Technique Tuesday @ 2 PM
Tuesday, August 22
2:00 pm
Weekly “create” event and opportunity for all skills levels to learn, grow, and be inspired through the talents of other artists. Free for members, first-time visitors, and guests of members. Click image for details.
SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Wednesday, August 23
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Wednesday, August 23
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Wednesday, August 23
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Thursday, August 24
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Thursday, August 24
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Thursday, August 24
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Friday, August 25
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Friday, August 25
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Friday, August 25
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, August 25
7:00 pm - 9:00 pm
City of Winter Garden presents outdoor live musical entertainment every Friday night in the center of historic downtown. Enjoy while you stroll, dine, and shop, or grab a nearby swing to enjoy! Click image for entertainment line-up.
Downtown Winter Garden, Centennial Plaza Gazebo
Downtown Winter Garden Summer Sidewalk Sale
Saturday, August 26
All Day. Outdoor sidewalk sale with special deals, discounts, and raffles. Stroll the scenic streets to discover boutique bargains!
Historic Downtown Winter Garden
Winter Garden Farmers Market
Saturday, August 26
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “ Free Expression Abstract”
Saturday, August 26
10:00 am - 4:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Saturday, August 26
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Monday, August 28
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Tuesday, August 29
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Tuesday, August 29
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Tuesday, August 29
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
SOBO Art Gallery: Technique Tuesday @ 2 PM
Tuesday, August 29
2:00 pm
Weekly “create” event and opportunity for all skills levels to learn, grow, and be inspired through the talents of other artists. Free for members, first-time visitors, and guests of members. Click image for details.
SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Wednesday, August 30
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Wednesday, August 30
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Wednesday, August 30
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Art Exhibition: “Summertime in Winter Garden ~ Children’s Art”
Thursday, August 31
7:30 am - 5:30 pm
This cheerful exhibit, composed by children artists from the Winter Garden Art Association, displays what summertime really means to them. This exhibit may evoke a few happy summer memories of your own. Free
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Winter Garden Heritage Museum: “Public Defenders: Keeping Us Safe in West Orange County”
Thursday, August 31
11:00 am - 3:00 pm
An exhibit honoring our police and fire departments, whose commitment to public safety helps us to keep our families, homes, and businesses secure and protected. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
September 2023
Art Exhibition: “¡Viva El Arte!”
Friday, September 1
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Art Exhibition: “ Free Expression Abstract”
Friday, September 1
10:00 am - 4:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“Dressing the Part: Selections from the Wardrobe Collection”
Friday, September 1
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Fridays on the Plaza
Friday, September 1
7:00 pm - 9:00 pm
City of Winter Garden presents outdoor live musical entertainment every Friday night in the center of historic downtown. Enjoy while you stroll, dine, and shop, or grab a nearby swing to enjoy! Click image for entertainment line-up.
Downtown Winter Garden, Centennial Plaza Gazebo
Winter Garden Farmers Market
Saturday, September 2
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “ Free Expression Abstract”
Saturday, September 2
10:00 am - 4:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“Dressing the Part: Selections from the Wardrobe Collection”
Saturday, September 2
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “¡Viva El Arte!”
Tuesday, September 5
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Tuesday, September 5
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Tuesday, September 5
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
SOBO Art Gallery: Technique Tuesday @ 2 PM
Tuesday, September 5
2:00 pm
Weekly “create” event and opportunity for all skills levels to learn, grow, and be inspired through the talents of other artists. Free for members, first-time visitors, and guests of members. Click image for details.
SOBO Art Gallery & Studio, 127 S. Boyd Street
Art Exhibition: “¡Viva El Arte!”
Wednesday, September 6
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Wednesday, September 6
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Wednesday, September 6
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Art Exhibition: “¡Viva El Arte!”
Thursday, September 7
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Thursday, September 7
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Thursday, September 7
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Art Exhibition: “¡Viva El Arte!”
Friday, September 8
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Friday, September 8
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Friday, September 8
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, September 8
7:00 pm - 9:00 pm
City of Winter Garden presents outdoor live musical entertainment every Friday night in the center of historic downtown. Enjoy while you stroll, dine, and shop, or grab a nearby swing to enjoy! Click image for entertainment line-up.
Downtown Winter Garden, Centennial Plaza Gazebo
Garden Theatre Play: Every Brilliant Thing
Friday, September 8
7:30 pm
Opening Night - John O’Hurley (J. Peterman from “Seinfeld”) stars in this moving, insightful, and hilarious one-person play that weaves a message of hope by focusing on life’s small joys and our love for others.
Garden Theatre, 160 West Plant Street
Winter Garden Farmers Market
Saturday, September 9
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “ Free Expression Abstract”
Saturday, September 9
10:00 am - 4:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“Dressing the Part: Selections from the Wardrobe Collection”
Saturday, September 9
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre Play: Every Brilliant Thing
Saturday, September 9
2:00 pm
John O’Hurley (J. Peterman from “Seinfeld”) stars in this moving, insightful, and hilarious one-person play that weaves a message of hope by focusing on life’s small joys and our love for others.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Every Brilliant Thing
Saturday, September 9
7:30 pm
John O’Hurley (J. Peterman from “Seinfeld”) stars in this moving, insightful, and hilarious one-person play that weaves a message of hope by focusing on life’s small joys and our love for others.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Every Brilliant Thing
Sunday, September 10
2:00 pm
John O’Hurley (J. Peterman from “Seinfeld”) stars in this moving, insightful, and hilarious one-person play that weaves a message of hope by focusing on life’s small joys and our love for others.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Every Brilliant Thing
Sunday, September 10
6:00 pm
John O’Hurley (J. Peterman from “Seinfeld”) stars in this moving, insightful, and hilarious one-person play that weaves a message of hope by focusing on life’s small joys and our love for others.
Garden Theatre, 160 West Plant Street
Art Exhibition: “¡Viva El Arte!”
Monday, September 11
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Central Florida Railroad Museum – East Broad Top Railroad: History and 2008 Visit Presentation
Monday, September 11
7:00 pm - 8:30 pm
Museum Curator Ken Murdock will present a history of the newly-reopened East Broad Top Railroad in Pennsylvania, and share a variety of photos from a visit to the EBT , as well as photos of a visit to the nearby Rockhill Trolley Museum. Free, no RSVP required.
Central Florida Railroad Museum, 101 S. Boyd Street
Art Exhibition: “¡Viva El Arte!”
Tuesday, September 12
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Tuesday, September 12
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Tuesday, September 12
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
SOBO Art Gallery: Technique Tuesday @ 2 PM
Tuesday, September 12
2:00 pm
Weekly “create” event and opportunity for all skills levels to learn, grow, and be inspired through the talents of other artists. Free for members, first-time visitors, and guests of members. Click image for details.
SOBO Art Gallery & Studio, 127 S. Boyd Street
Art Exhibition: “¡Viva El Arte!”
Wednesday, September 13
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Wednesday, September 13
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Wednesday, September 13
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Art Exhibition: “¡Viva El Arte!”
Thursday, September 14
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Thursday, September 14
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Thursday, September 14
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Every Brilliant Thing
Thursday, September 14
7:30 pm
John O’Hurley (J. Peterman from “Seinfeld”) stars in this moving, insightful, and hilarious one-person play that weaves a message of hope by focusing on life’s small joys and our love for others.
Garden Theatre, 160 West Plant Street
Art Exhibition: “¡Viva El Arte!”
Friday, September 15
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Friday, September 15
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Friday, September 15
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, September 15
7:00 pm - 9:00 pm
City of Winter Garden presents outdoor live musical entertainment every Friday night in the center of historic downtown. Enjoy while you stroll, dine, and shop, or grab a nearby swing to enjoy! Click image for entertainment line-up.
Downtown Winter Garden, Centennial Plaza Gazebo
Garden Theatre Play: Every Brilliant Thing
Friday, September 15
7:30 pm
John O’Hurley (J. Peterman from “Seinfeld”) stars in this moving, insightful, and hilarious one-person play that weaves a message of hope by focusing on life’s small joys and our love for others.
Garden Theatre, 160 West Plant Street
Winter Garden Farmers Market
Saturday, September 16
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “ Free Expression Abstract”
Saturday, September 16
10:00 am - 4:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“Dressing the Part: Selections from the Wardrobe Collection”
Saturday, September 16
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
“Trains in Winter Garden: Now and Then” Saturday History Series Presentation
Saturday, September 16
1:30 pm - 2:30 pm
The slide show presentation will visit familiar sites around Winter Garden today, and show how the same location looked 50-100 years ago and will include a commentary on the railroads that served Winter Garden and West Orange County. Hosted by the Central Florida Railway Historical Society. Free Admission, No RSVP required.
Central Florida Railroad Museum, 101 S. Boyd Street
Garden Theatre Play: Every Brilliant Thing
Saturday, September 16
2:00 pm
John O’Hurley (J. Peterman from “Seinfeld”) stars in this moving, insightful, and hilarious one-person play that weaves a message of hope by focusing on life’s small joys and our love for others.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Every Brilliant Thing
Saturday, September 16
7:30 pm
John O’Hurley (J. Peterman from “Seinfeld”) stars in this moving, insightful, and hilarious one-person play that weaves a message of hope by focusing on life’s small joys and our love for others.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Every Brilliant Thing
Sunday, September 17
2:00 pm
John O’Hurley (J. Peterman from “Seinfeld”) stars in this moving, insightful, and hilarious one-person play that weaves a message of hope by focusing on life’s small joys and our love for others.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Every Brilliant Thing
Sunday, September 17
6:00 pm
John O’Hurley (J. Peterman from “Seinfeld”) stars in this moving, insightful, and hilarious one-person play that weaves a message of hope by focusing on life’s small joys and our love for others.
Garden Theatre, 160 West Plant Street
Art Exhibition: “¡Viva El Arte!”
Monday, September 18
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Art Exhibition: “¡Viva El Arte!”
Tuesday, September 19
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Tuesday, September 19
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Tuesday, September 19
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
SOBO Art Gallery: Technique Tuesday @ 2 PM
Tuesday, September 19
2:00 pm
Weekly “create” event and opportunity for all skills levels to learn, grow, and be inspired through the talents of other artists. Free for members, first-time visitors, and guests of members. Click image for details.
SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Movie: Hook
Tuesday, September 19
7:00 pm
(1991, PG, 2 hr 22 min) - When Captain James Hook kidnaps his children, an adult Peter Pan must return to Neverland and reclaim his youthful spirit in order to challenge his old enemy.
Garden Theatre 160 West Plant Street
Art Exhibition: “¡Viva El Arte!”
Wednesday, September 20
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Wednesday, September 20
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Wednesday, September 20
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Art Exhibition: “¡Viva El Arte!”
Thursday, September 21
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Thursday, September 21
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Thursday, September 21
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Play: Every Brilliant Thing
Thursday, September 21
7:30 pm
John O’Hurley (J. Peterman from “Seinfeld”) stars in this moving, insightful, and hilarious one-person play that weaves a message of hope by focusing on life’s small joys and our love for others.
Garden Theatre, 160 West Plant Street
Art Exhibition: “¡Viva El Arte!”
Friday, September 22
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Friday, September 22
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Friday, September 22
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, September 22
7:00 pm - 9:00 pm
City of Winter Garden presents outdoor live musical entertainment every Friday night in the center of historic downtown. Enjoy while you stroll, dine, and shop, or grab a nearby swing to enjoy! Click image for entertainment line-up.
Downtown Winter Garden, Centennial Plaza Gazebo
Garden Theatre Play: Every Brilliant Thing
Friday, September 22
7:30 pm
John O’Hurley (J. Peterman from “Seinfeld”) stars in this moving, insightful, and hilarious one-person play that weaves a message of hope by focusing on life’s small joys and our love for others.
Garden Theatre, 160 West Plant Street
Winter Garden Farmers Market
Saturday, September 23
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Nature Fest at Oakland Nature Preserve
Saturday, September 23
10:00 am - 2:00 pm
Guided hikes, wildlife encounters, children’s activities, Lake Apopka boat tours, presentations, merchants & vendors, and more! Free. Click image to register for boat tours & children’s art tent. Free
Oakland Nature Preserve, 747 Machete Trail, Oakland
Art Exhibition: “ Free Expression Abstract”
Saturday, September 23
10:00 am - 4:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“Dressing the Part: Selections from the Wardrobe Collection”
Saturday, September 23
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre Play: Every Brilliant Thing
Saturday, September 23
2:00 pm
John O’Hurley (J. Peterman from “Seinfeld”) stars in this moving, insightful, and hilarious one-person play that weaves a message of hope by focusing on life’s small joys and our love for others.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Every Brilliant Thing
Saturday, September 23
7:30 pm
John O’Hurley (J. Peterman from “Seinfeld”) stars in this moving, insightful, and hilarious one-person play that weaves a message of hope by focusing on life’s small joys and our love for others.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Every Brilliant Thing
Sunday, September 24
2:00 pm
John O’Hurley (J. Peterman from “Seinfeld”) stars in this moving, insightful, and hilarious one-person play that weaves a message of hope by focusing on life’s small joys and our love for others.
Garden Theatre, 160 West Plant Street
Garden Theatre Play: Every Brilliant Thing
Sunday, September 24
6:00 pm
John O’Hurley (J. Peterman from “Seinfeld”) stars in this moving, insightful, and hilarious one-person play that weaves a message of hope by focusing on life’s small joys and our love for others.
Garden Theatre, 160 West Plant Street
Art Exhibition: “¡Viva El Arte!”
Monday, September 25
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Art Exhibition: “¡Viva El Arte!”
Tuesday, September 26
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Tuesday, September 26
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Tuesday, September 26
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
SOBO Art Gallery: Technique Tuesday @ 2 PM
Tuesday, September 26
2:00 pm
Weekly “create” event and opportunity for all skills levels to learn, grow, and be inspired through the talents of other artists. Free for members, first-time visitors, and guests of members. Click image for details.
SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Movie: Waiting for Guffman
Tuesday, September 26
7:00 pm
(1996, R, 1 hr 24 min) - An aspiring director and the marginally talented amateur cast of a hokey small-town Missouri musical production go overboard when they learn that someone from Broadway will be in attendance.
Garden Theatre 160 West Plant Street
Art Exhibition: “¡Viva El Arte!”
Wednesday, September 27
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Wednesday, September 27
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Wednesday, September 27
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Art Exhibition: “¡Viva El Arte!”
Thursday, September 28
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Thursday, September 28
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Thursday, September 28
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Art Exhibition: “¡Viva El Arte!”
Friday, September 29
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Friday, September 29
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “ Free Expression Abstract”
Friday, September 29
11:00 am - 5:00 pm
An exhibition of abstract 2D and 3D art of free expression without a constraint of a theme. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, September 29
7:00 pm - 9:00 pm
City of Winter Garden presents outdoor live musical entertainment every Friday night in the center of historic downtown. Enjoy while you stroll, dine, and shop, or grab a nearby swing to enjoy! Click image for entertainment line-up.
Downtown Winter Garden, Centennial Plaza Gazebo
Winter Garden Farmers Market
Saturday, September 30
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
“Dressing the Part: Selections from the Wardrobe Collection”
Saturday, September 30
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
October 2023
Art Exhibition: “¡Viva El Arte!”
Monday, October 2
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Art Exhibition: “¡Viva El Arte!”
Tuesday, October 3
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Tuesday, October 3
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Tuesday, October 3
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
SOBO Art Gallery: Technique Tuesday @ 2 PM
Tuesday, October 3
2:00 pm
Weekly “create” event and opportunity for all skills levels to learn, grow, and be inspired through the talents of other artists. Free for members, first-time visitors, and guests of members. Click image for details.
SOBO Art Gallery & Studio, 127 S. Boyd Street
National Night Out ~ Free Community Event
Tuesday, October 3
6:00 pm - 9:00 pm
Hosted by the Winter Garden Police Department, this free annual event includes children’s activities, food, music, raffles, meet and greet with your local police officers, crime prevention tips, and lots of fun! FREE
Downtown Pavilion, 104 S. Lakeview Avenue
Garden Theatre Movie: Mars Attacks
Tuesday, October 3
7:00 pm
(1996, PG-13, 1 hr 46 min) - Earth is invaded by Martians with unbeatable weapons and a cruel sense of humor.
Garden Theatre 160 West Plant Street
Art Exhibition: “¡Viva El Arte!”
Wednesday, October 4
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
PLANT IT PINK – FREE TREES!
Wednesday, October 4
9:00 am - 2:00 pm
250 FREE Pink Trumpet Trees will be available for WINTER GARDEN RESIDENTS. Must show ID with your Winter Garden address. First-come, first to receive a tree (while supplies last). Additional trees may be purchased at $15. PLANT IT PINK is a 25th anniversary project of the Bloom & Grow Garden Society. Co-sponsored by Duke Energy
238 W. Smith Street
“Dressing the Part: Selections from the Wardrobe Collection”
Wednesday, October 4
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Wednesday, October 4
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Art Exhibition: “¡Viva El Arte!”
Thursday, October 5
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Thursday, October 5
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Thursday, October 5
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Art Exhibition: “Epic Art” ~ Opening Reception
Thursday, October 5
5:30 pm - 8:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Opening Reception. Public Invited. Free Admission.
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre: QUEEN – Rhythm & Rhapsody
Thursday, October 5
7:30 pm
Electrifying concert salute to legendary rock band Queen and iconic Freddie Mercury. Featuring Broadway Rock Star Justin Matthew Sargent. Click image to purchase tickets.
Garden Theatre, 160 West Plant Street
Art Exhibition: “¡Viva El Arte!”
Friday, October 6
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Friday, October 6
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Friday, October 6
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, October 6
7:00 pm - 9:00 pm
City of Winter Garden presents outdoor live musical entertainment every Friday night in the center of historic downtown. Enjoy while you stroll, dine, and shop, or grab a nearby swing to enjoy! Click image for entertainment line-up.
Downtown Winter Garden, Centennial Plaza Gazebo
Garden Theatre: QUEEN – Rhythm & Rhapsody
Friday, October 6
7:30 pm
Electrifying concert salute to legendary rock band Queen and iconic Freddie Mercury. Featuring Broadway Rock Star Justin Matthew Sargent. Click image to purchase tickets.
Garden Theatre, 160 West Plant Street
Winter Garden Farmers Market
Saturday, October 7
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “Epic Art”
Saturday, October 7
10:00 am - 4:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“Dressing the Part: Selections from the Wardrobe Collection”
Saturday, October 7
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre: QUEEN – Rhythm & Rhapsody
Saturday, October 7
2:00 pm
Electrifying concert salute to legendary rock band Queen and iconic Freddie Mercury. Featuring Broadway Rock Star Justin Matthew Sargent. Click image to purchase tickets.
Garden Theatre, 160 West Plant Street
Central Florida Railroad Museum – “Walt Disney’s Railroad Story” Presentation
Saturday, October 7
7:00 pm
Michael Broggie, son of the first Disney Imagineer Roger E. Broggie, will present “Walt Disney’s Railroad Story.” Spending time with Walt Disney in his youth, Broggie became fascinated with trains and will share how trains impacted Walt’s life. Tickets: $15 per person, click image to purchase.
Central Florida Railroad Museum, 101 S. Boyd Street
Garden Theatre: QUEEN – Rhythm & Rhapsody
Saturday, October 7
7:30 pm
Electrifying concert salute to legendary rock band Queen and iconic Freddie Mercury. Featuring Broadway Rock Star Justin Matthew Sargent. Click image to purchase tickets.
Garden Theatre, 160 West Plant Street
Garden Theatre: QUEEN – Rhythm & Rhapsody
Sunday, October 8
2:00 pm
Electrifying concert salute to legendary rock band Queen and iconic Freddie Mercury. Featuring Broadway Rock Star Justin Matthew Sargent. Click image to purchase tickets.
Garden Theatre, 160 West Plant Street
Garden Theatre: QUEEN – Rhythm & Rhapsody
Sunday, October 8
6:00 pm
Electrifying concert salute to legendary rock band Queen and iconic Freddie Mercury. Featuring Broadway Rock Star Justin Matthew Sargent. Click image to purchase tickets.
Garden Theatre, 160 West Plant Street
Orlando Choral Society: Broadway on Plant
Sunday, October 8
6:30 pm
Presented by Orlando Choral Society at First Baptist Church of Winter Garden. A lively and whimsical music-filled concert capturing the Broadway experience throughout the years. Join us for a night of singing and celebration as we go through the years and celebrate some of the best songs to ever come out of Broadway. Admission: $10.00 at the door.
First Baptist Church of Winter Garden, 125 East Plant Street
Art Exhibition: “¡Viva El Arte!”
Monday, October 9
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Art Exhibition: “¡Viva El Arte!”
Tuesday, October 10
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Tuesday, October 10
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Tuesday, October 10
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
SOBO Art Gallery: Technique Tuesday @ 2 PM
Tuesday, October 10
2:00 pm
Weekly “create” event and opportunity for all skills levels to learn, grow, and be inspired through the talents of other artists. Free for members, first-time visitors, and guests of members. Click image for details.
SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Movie: The Sandlot
Tuesday, October 10
7:00 pm
(1993, PG, 1 hr 41 min) - In the summer of 1962, a new kid in town is taken under the wing of a young baseball prodigy and his rowdy team, resulting in many adventures.
Garden Theatre 160 West Plant Street
Art Exhibition: “¡Viva El Arte!”
Wednesday, October 11
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Wednesday, October 11
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Wednesday, October 11
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Art Exhibition: “¡Viva El Arte!”
Thursday, October 12
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Thursday, October 12
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Thursday, October 12
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Art Exhibition: “¡Viva El Arte!”
Friday, October 13
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Friday, October 13
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Friday, October 13
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Descent into Madness Dinner Theatre Show
Friday, October 13
7:00 pm
Join us for an intimate, yet disturbing, evening of dinner, theatre and a few classic horror stories with a twist as we journey inside the mind of a madman. Dark, intense drama. Limited seating. Tickets $25/click image to purchase.
Winter Garden Masonic Lodge #165, 230 W. Bay Street
Fridays on the Plaza
Friday, October 13
7:00 pm - 9:00 pm
City of Winter Garden presents outdoor live musical entertainment every Friday night in the center of historic downtown. Enjoy while you stroll, dine, and shop, or grab a nearby swing to enjoy! Click image for entertainment line-up.
Downtown Winter Garden, Centennial Plaza Gazebo
Garden Theatre: Bo Bice in Concert
Friday, October 13
7:30 pm
Presented by Garden Theatre and Victory Productions An electrifying musical experience that showcases the incredible talent of Bo Bice, the renowned modern-day southern rock singer and American Idol star. Click image to purchase tickets.
Garden Theatre, 160 West Plant Street
Winter Garden Farmers Market
Saturday, October 14
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “Epic Art”
Saturday, October 14
10:00 am - 4:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“Dressing the Part: Selections from the Wardrobe Collection”
Saturday, October 14
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Garden Theatre: Bo Bice in Concert
Saturday, October 14
2:00 pm
Presented by Garden Theatre and Victory Productions An electrifying musical experience that showcases the incredible talent of Bo Bice, the renowned modern-day southern rock singer and American Idol star. Click image to purchase tickets.
Garden Theatre, 160 West Plant Street
Descent into Madness Dinner Theatre Show
Saturday, October 14
7:00 pm
Join us for an intimate, yet disturbing, evening of dinner, theatre and a few classic horror stories with a twist as we journey inside the mind of a madman. Dark, intense drama. Limited seating. Tickets $25/click image to purchase.
Winter Garden Masonic Lodge #165, 230 W. Bay Street
Garden Theatre: Bo Bice in Concert
Saturday, October 14
7:30 pm
Presented by Garden Theatre and Victory Productions An electrifying musical experience that showcases the incredible talent of Bo Bice, the renowned modern-day southern rock singer and American Idol star. Click image to purchase tickets.
Garden Theatre, 160 West Plant Street
Garden Theatre: Bo Bice in Concert
Sunday, October 15
6:00 pm
Presented by Garden Theatre and Victory Productions An electrifying musical experience that showcases the incredible talent of Bo Bice, the renowned modern-day southern rock singer and American Idol star. Click image to purchase tickets.
Garden Theatre, 160 West Plant Street
Descent into Madness Dinner Theatre Show
Sunday, October 15
7:00 pm
Join us for an intimate, yet disturbing, evening of dinner, theatre and a few classic horror stories with a twist as we journey inside the mind of a madman. Dark, intense drama. Limited seating. Tickets $25/click image to purchase.
Winter Garden Masonic Lodge #165, 230 W. Bay Street
Art Exhibition: “¡Viva El Arte!”
Monday, October 16
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Art Exhibition: “¡Viva El Arte!”
Tuesday, October 17
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Tuesday, October 17
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Tuesday, October 17
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
SOBO Art Gallery: Technique Tuesday @ 2 PM
Tuesday, October 17
2:00 pm
Weekly “create” event and opportunity for all skills levels to learn, grow, and be inspired through the talents of other artists. Free for members, first-time visitors, and guests of members. Click image for details.
SOBO Art Gallery & Studio, 127 S. Boyd Street
Art Exhibition: “¡Viva El Arte!”
Wednesday, October 18
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Wednesday, October 18
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Wednesday, October 18
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Art Exhibition: “¡Viva El Arte!”
Thursday, October 19
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Thursday, October 19
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Thursday, October 19
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Concert: Curtain Call – Broadway’s Shining Stars
Thursday, October 19
7:30 pm
Curtain Call presents an unforgettable compilation of iconic selections from Broadway’s historical blockbusters, including beloved masterpieces such as Wicked, Hamilton, Rent, The Lion King, Dreamgirls, and more.
Garden Theatre, 160 West Plant Street

Winter Garden Halloween Experience with Evening Entertainment
Friday, October 20
All Day/Events in Evening. City hosts a 12-day Halloween Experience with special entertainment tonight: Halloween Light Show on City Hall (7-9 pm)l, Street Performances (6-9 pm). Plus, all-day Hay Maze (City Hall), Holiday-Themed Photo Spots, Outdoor Seasonal Decorations & Light Displays, and more! FREE
Historic Downtown
Art Exhibition: “¡Viva El Arte!”
Friday, October 20
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Friday, October 20
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Friday, October 20
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
9th Annual Crooked Can ~ Oktoberfest
Friday, October 20
12:00 pm - 10:00 pm
Crooked Can Brewing Company, 426 W Plant Street
Fridays on the Plaza
Friday, October 20
7:00 pm - 9:00 pm
City of Winter Garden presents outdoor live musical entertainment every Friday night in the center of historic downtown. Enjoy while you stroll, dine, and shop, or grab a nearby swing to enjoy! Click image for entertainment line-up.
Downtown Winter Garden, Centennial Plaza Gazebo
Garden Theatre Concert: Curtain Call – Broadway’s Shining Stars
Friday, October 20
7:30 pm
Curtain Call presents an unforgettable compilation of iconic selections from Broadway’s historical blockbusters, including beloved masterpieces such as Wicked, Hamilton, Rent, The Lion King, Dreamgirls, and more.
Garden Theatre, 160 West Plant Street

Winter Garden Halloween Experience with Evening Entertainment
Saturday, October 21
All Day/Events in Evening. City hosts a 12-day Halloween Experience with special entertainment tonight: Halloween Light Show on City Hall (7-9 pm)l, Street Performances (6-9 pm). Plus, all-day Hay Maze (City Hall), Holiday-Themed Photo Spots, Outdoor Seasonal Decorations & Light Displays, and more! FREE
Historic Downtown
Winter Garden Farmers Market
Saturday, October 21
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Lego Day at the Railroad Museum – A Frightfully Fun Experience
Saturday, October 21
9:00 am - 4:00 pm
Join us as we host the Greater Florida Lego User Group and their wonderful Lego model railroad layout PLUS a HALLOWEEN SURPRISE! A kids’ coloring table & sweet treats available for visiting little ghouls. Museum hours extended to 9:00 am – 4:00 pm. Free
Central Florida Railroad Museum, 101 S. Boyd Street
Art Exhibition: “Epic Art”
Saturday, October 21
10:00 am - 4:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“Dressing the Part: Selections from the Wardrobe Collection”
Saturday, October 21
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
9th Annual Crooked Can ~ Oktoberfest
Saturday, October 21
12:00 pm - 10:00 pm
Crooked Can Brewing Company, 426 W Plant Street
Create a Haunted House ~ Family Event at SOBO Art Gallery
Saturday, October 21
4:00 pm - 5:30 pm
Work together to turn a prepared cereal box on a base into an awesome “Haunted House.” All materials and step-by-step guidance are provided. $30 per house for 1 adult with 1 child. Click image to register.
SOBO Art Gallery, 127 S. Boyd Street
Garden Theatre Concert: Curtain Call – Broadway’s Shining Stars
Saturday, October 21
7:30 pm
Curtain Call presents an unforgettable compilation of iconic selections from Broadway’s historical blockbusters, including beloved masterpieces such as Wicked, Hamilton, Rent, The Lion King, Dreamgirls, and more.
Garden Theatre, 160 West Plant Street

Winter Garden Halloween Experience with Evening Entertainment
Sunday, October 22
All Day/Events in Evening. City hosts a 12-day Halloween Experience with special entertainment tonight: Halloween Light Show on City Hall (7-9 pm)l, Street Performances (6-9 pm). Plus, all-day Hay Maze (City Hall), Holiday-Themed Photo Spots, Outdoor Seasonal Decorations & Light Displays, and more! FREE
Historic Downtown
9th Annual Crooked Can ~ Oktoberfest
Sunday, October 22
12:00 pm - 6:00 pm
Crooked Can Brewing Company, 426 W Plant Street
Garden Theatre Concert: Curtain Call – Broadway’s Shining Stars
Sunday, October 22
6:00 pm
Curtain Call presents an unforgettable compilation of iconic selections from Broadway’s historical blockbusters, including beloved masterpieces such as Wicked, Hamilton, Rent, The Lion King, Dreamgirls, and more.
Garden Theatre, 160 West Plant Street

Winter Garden Halloween Experience
Monday, October 23
All Day. City hosts a 12-day Halloween Experience! Downtown Turns Family-Friendly Spooky with a Hay Maze outside City Hall, outdoor Seasonal Decorations & Light Displays throughout, , Holiday-Themed Photo Spots, and more! FREE
Historic Downtown
Art Exhibition: “¡Viva El Arte!”
Monday, October 23
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street

Winter Garden Halloween Experience
Tuesday, October 24
All Day. City hosts a 12-day Halloween Experience! Downtown Turns Family-Friendly Spooky with a Hay Maze outside City Hall, outdoor Seasonal Decorations & Light Displays throughout, , Holiday-Themed Photo Spots, and more! FREE
Historic Downtown
Art Exhibition: “¡Viva El Arte!”
Tuesday, October 24
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Tuesday, October 24
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Tuesday, October 24
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
SOBO Art Gallery: Technique Tuesday @ 2 PM
Tuesday, October 24
2:00 pm
Weekly “create” event and opportunity for all skills levels to learn, grow, and be inspired through the talents of other artists. Free for members, first-time visitors, and guests of members. Click image for details.
SOBO Art Gallery & Studio, 127 S. Boyd Street

Winter Garden Halloween Experience
Wednesday, October 25
All Day. City hosts a 12-day Halloween Experience! Downtown Turns Family-Friendly Spooky with a Hay Maze outside City Hall, outdoor Seasonal Decorations & Light Displays throughout, , Holiday-Themed Photo Spots, and more! FREE
Historic Downtown
Art Exhibition: “¡Viva El Arte!”
Wednesday, October 25
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Wednesday, October 25
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Wednesday, October 25
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street

Winter Garden Halloween Experience
Thursday, October 26
All Day. City hosts a 12-day Halloween Experience! Downtown Turns Family-Friendly Spooky with a Hay Maze outside City Hall, outdoor Seasonal Decorations & Light Displays throughout, , Holiday-Themed Photo Spots, and more! FREE
Historic Downtown
Art Exhibition: “¡Viva El Arte!”
Thursday, October 26
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Thursday, October 26
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Thursday, October 26
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Garden Theatre Concert: Evolution Motown
Thursday, October 26
2:00 pm
Evolving from the roots of soul, audiences will be taken on a trip honoring music by the likes of The Temptations, Four Tops, James Brown, Stevie Wonder, Earth, Wind & Fire, Boyz II Men, and Bruno Mars, to name a few.
Garden Theatre, 160 West Plant Street
Garden Theatre Concert: Evolution Motown
Thursday, October 26
7:30 pm
Evolving from the roots of soul, audiences will be taken on a trip honoring music by the likes of The Temptations, Four Tops, James Brown, Stevie Wonder, Earth, Wind & Fire, Boyz II Men, and Bruno Mars, to name a few.
Garden Theatre, 160 West Plant Street

Winter Garden Halloween Experience with Evening Entertainment
Friday, October 27
All Day/Events in Evening. City hosts a 12-day Halloween Experience with special entertainment tonight: Halloween Light Show on City Hall (7-9 pm)l, Street Performances (6-9 pm). Plus, all-day Hay Maze (City Hall), Holiday-Themed Photo Spots, Outdoor Seasonal Decorations & Light Displays, and more! FREE
Historic Downtown
Art Exhibition: “¡Viva El Arte!”
Friday, October 27
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Friday, October 27
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Friday, October 27
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, October 27
7:00 pm - 9:00 pm
City of Winter Garden presents outdoor live musical entertainment every Friday night in the center of historic downtown. Enjoy while you stroll, dine, and shop, or grab a nearby swing to enjoy! Click image for entertainment line-up.
Downtown Winter Garden, Centennial Plaza Gazebo
Garden Theatre Concert: Evolution Motown
Friday, October 27
7:30 pm
Evolving from the roots of soul, audiences will be taken on a trip honoring music by the likes of The Temptations, Four Tops, James Brown, Stevie Wonder, Earth, Wind & Fire, Boyz II Men, and Bruno Mars, to name a few.
Garden Theatre, 160 West Plant Street

Winter Garden Halloween Experience with Evening Entertainment
Saturday, October 28
All Day/Events in Evening. City hosts a 12-day Halloween Experience with special entertainment tonight: Halloween Light Show on City Hall (7-9 pm)l, Street Performances (6-9 pm). Plus, all-day Hay Maze (City Hall), Holiday-Themed Photo Spots, Outdoor Seasonal Decorations & Light Displays, and more! FREE
Historic Downtown

Halloween at the Farmers Market
Saturday, October 28
8:00 am - 1:00 pm
Free Halloween craft making at the kids’ tent (Parking Garage Plaza, 9 am – 12 pm), live music, family games on the lawn, fall-themed photo spot and a great place to find pumpkins of all sizes for carving.
Downtown Pavilion, 104 S. Lakeview Avenue
Art Exhibition: “Epic Art”
Saturday, October 28
10:00 am - 4:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“Dressing the Part: Selections from the Wardrobe Collection”
Saturday, October 28
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street

Winter Garden Halloween Experience with Evening Entertainment
Sunday, October 29
All Day/Events in Evening. City hosts a 12-day Halloween Experience with special entertainment tonight: Halloween Light Show on City Hall (7-9 pm)l, Street Performances (6-9 pm). Plus, all-day Hay Maze (City Hall), Holiday-Themed Photo Spots, Outdoor Seasonal Decorations & Light Displays, and more! FREE
Historic Downtown
Garden Theatre Concert: Evolution Motown
Sunday, October 29
2:00 pm
Evolving from the roots of soul, audiences will be taken on a trip honoring music by the likes of The Temptations, Four Tops, James Brown, Stevie Wonder, Earth, Wind & Fire, Boyz II Men, and Bruno Mars, to name a few.
Garden Theatre, 160 West Plant Street
Garden Theatre Concert: Evolution Motown
Sunday, October 29
6:00 pm
Evolving from the roots of soul, audiences will be taken on a trip honoring music by the likes of The Temptations, Four Tops, James Brown, Stevie Wonder, Earth, Wind & Fire, Boyz II Men, and Bruno Mars, to name a few.
Garden Theatre, 160 West Plant Street

Winter Garden Halloween Experience
Monday, October 30
All Day. City hosts a 12-day Halloween Experience! Downtown Turns Family-Friendly Spooky with a Hay Maze outside City Hall, outdoor Seasonal Decorations & Light Displays throughout, , Holiday-Themed Photo Spots, and more! FREE
Historic Downtown
Art Exhibition: “¡Viva El Arte!”
Monday, October 30
7:30 am - 5:30 pm
Curated by the Winter Garden Art Association, this exhibit features various forms of 2-D and 3-D artistic expressions from Central Florida Hispanic Artists. Free.
Art in Public Places Gallery in City Hall, 300 W. Plant Street

Winter Garden Halloween Experience with Evening Entertainment
Tuesday, October 31
All Day/Events in Evening. City hosts a 12-day Halloween Experience with special entertainment tonight: Halloween Light Show on City Hall (7-9 pm)l, Street Performances (6-9 pm). Plus, all-day Hay Maze (City Hall), Holiday-Themed Photo Spots, Outdoor Seasonal Decorations & Light Displays, and more! FREE
Historic Downtown
“Dressing the Part: Selections from the Wardrobe Collection”
Tuesday, October 31
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Tuesday, October 31
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
SOBO Art Gallery: Technique Tuesday @ 2 PM
Tuesday, October 31
2:00 pm
Weekly “create” event and opportunity for all skills levels to learn, grow, and be inspired through the talents of other artists. Free for members, first-time visitors, and guests of members. Click image for details.
SOBO Art Gallery & Studio, 127 S. Boyd Street
November 2023
Art Exhibition: “It’s a Wonderful Life in Winter Garden”
Wednesday, November 1
7:30 am - 5:30 pm
Collaborating to create a small town, cozy feel, Crealdé School of Art and the Winter Garden Heritage Foundation will highlight artwork and photographs paying tribute to the holidays. This exhibit is sure to help you slow down, reminisce, and find the wonderful during this busy time of year.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Wednesday, November 1
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Wednesday, November 1
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Art Exhibition: “It’s a Wonderful Life in Winter Garden”
Thursday, November 2
7:30 am - 5:30 pm
Collaborating to create a small town, cozy feel, Crealdé School of Art and the Winter Garden Heritage Foundation will highlight artwork and photographs paying tribute to the holidays. This exhibit is sure to help you slow down, reminisce, and find the wonderful during this busy time of year.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Thursday, November 2
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Thursday, November 2
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Art Exhibition: “It’s a Wonderful Life in Winter Garden”
Friday, November 3
7:30 am - 5:30 pm
Collaborating to create a small town, cozy feel, Crealdé School of Art and the Winter Garden Heritage Foundation will highlight artwork and photographs paying tribute to the holidays. This exhibit is sure to help you slow down, reminisce, and find the wonderful during this busy time of year.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Friday, November 3
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Friday, November 3
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, November 3
7:00 pm - 9:00 pm
City of Winter Garden presents outdoor live musical entertainment every Friday night in the center of historic downtown. Enjoy while you stroll, dine, and shop, or grab a nearby swing to enjoy! Click image for entertainment line-up.
Downtown Winter Garden, Centennial Plaza Gazebo
Donut Dash 5K Run/Walk ~ Hosted by Winter Garden Police Athletic League, Inc.
Saturday, November 4
8:00 am - 11:00 am
(Race starts at 8 am) Run or walk through historic Winter Garden neighborhoods as you start/finish at Lake Apopka. Enjoy live music, sponsor tents, Krispy Kreme donuts, kids fun run, giveaways, prizes, and more! Click image to register.
Newton Park, 1 Surprise Drive
Winter Garden Farmers Market
Saturday, November 4
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “Epic Art”
Saturday, November 4
10:00 am - 4:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
“Dressing the Part: Selections from the Wardrobe Collection”
Saturday, November 4
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “It’s a Wonderful Life in Winter Garden”
Monday, November 6
7:30 am - 5:30 pm
Collaborating to create a small town, cozy feel, Crealdé School of Art and the Winter Garden Heritage Foundation will highlight artwork and photographs paying tribute to the holidays. This exhibit is sure to help you slow down, reminisce, and find the wonderful during this busy time of year.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Art Exhibition: “It’s a Wonderful Life in Winter Garden”
Monday, November 6
7:30 am - 5:30 pm
Collaborating to create a small town, cozy feel, Crealdé School of Art and the Winter Garden Heritage Foundation will highlight artwork and photographs paying tribute to the holidays. This exhibit is sure to help you slow down, reminisce, and find the wonderful during this busy time of year.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Art Exhibition: “It’s a Wonderful Life in Winter Garden”
Tuesday, November 7
7:30 am - 5:30 pm
Collaborating to create a small town, cozy feel, Crealdé School of Art and the Winter Garden Heritage Foundation will highlight artwork and photographs paying tribute to the holidays. This exhibit is sure to help you slow down, reminisce, and find the wonderful during this busy time of year.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Tuesday, November 7
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Tuesday, November 7
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
SOBO Art Gallery: Technique Tuesday @ 2 PM
Tuesday, November 7
2:00 pm
Weekly “create” event and opportunity for all skills levels to learn, grow, and be inspired through the talents of other artists. Free for members, first-time visitors, and guests of members. Click image for details.
SOBO Art Gallery & Studio, 127 S. Boyd Street
Art Exhibition: “It’s a Wonderful Life in Winter Garden”
Wednesday, November 8
7:30 am - 5:30 pm
Collaborating to create a small town, cozy feel, Crealdé School of Art and the Winter Garden Heritage Foundation will highlight artwork and photographs paying tribute to the holidays. This exhibit is sure to help you slow down, reminisce, and find the wonderful during this busy time of year.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Wednesday, November 8
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Wednesday, November 8
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Art Exhibition: “It’s a Wonderful Life in Winter Garden”
Thursday, November 9
7:30 am - 5:30 pm
Collaborating to create a small town, cozy feel, Crealdé School of Art and the Winter Garden Heritage Foundation will highlight artwork and photographs paying tribute to the holidays. This exhibit is sure to help you slow down, reminisce, and find the wonderful during this busy time of year.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Thursday, November 9
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Thursday, November 9
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Art Exhibition: “It’s a Wonderful Life in Winter Garden”
Friday, November 10
7:30 am - 5:30 pm
Collaborating to create a small town, cozy feel, Crealdé School of Art and the Winter Garden Heritage Foundation will highlight artwork and photographs paying tribute to the holidays. This exhibit is sure to help you slow down, reminisce, and find the wonderful during this busy time of year.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Friday, November 10
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Friday, November 10
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
Fridays on the Plaza
Friday, November 10
7:00 pm - 9:00 pm
City of Winter Garden presents outdoor live musical entertainment every Friday night in the center of historic downtown. Enjoy while you stroll, dine, and shop, or grab a nearby swing to enjoy! Click image for entertainment line-up.
Downtown Winter Garden, Centennial Plaza Gazebo
Winter Garden Farmers Market
Saturday, November 11
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Art Exhibition: “Epic Art”
Saturday, November 11
10:00 am - 4:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
City of Winter Garden Annual Craft Affair
Saturday, November 11
10:00 am - 2:00 pm
Arts & crafts lovers of all ages are invited to shop for unique and one-of-a-kind items handmade by our 50+ creative friends. Perfect timing for holiday shopping! Free to attend.
Jessie Brock Community Center, 310 N. Dillard Street
“Dressing the Part: Selections from the Wardrobe Collection”
Saturday, November 11
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “It’s a Wonderful Life in Winter Garden”
Monday, November 13
7:30 am - 5:30 pm
Collaborating to create a small town, cozy feel, Crealdé School of Art and the Winter Garden Heritage Foundation will highlight artwork and photographs paying tribute to the holidays. This exhibit is sure to help you slow down, reminisce, and find the wonderful during this busy time of year.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
Art Exhibition: “It’s a Wonderful Life in Winter Garden”
Tuesday, November 14
7:30 am - 5:30 pm
Collaborating to create a small town, cozy feel, Crealdé School of Art and the Winter Garden Heritage Foundation will highlight artwork and photographs paying tribute to the holidays. This exhibit is sure to help you slow down, reminisce, and find the wonderful during this busy time of year.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Tuesday, November 14
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admission
Winter Garden Heritage Museum, 1 N. Main Street
Art Exhibition: “Epic Art”
Tuesday, November 14
11:00 am - 5:00 pm
From big personalities to big ideas, this exhibit is comprised of 2D & 2D art that makes an Impact. Free Admission
Winter Garden Art Association SOBO Art Gallery & Studio, 127 S. Boyd Street
SOBO Art Gallery: Technique Tuesday @ 2 PM
Tuesday, November 14
2:00 pm
Weekly “create” event and opportunity for all skills levels to learn, grow, and be inspired through the talents of other artists. Free for members, first-time visitors, and guests of members. Click image for details.
SOBO Art Gallery & Studio, 127 S. Boyd Street
Art Exhibition: “It’s a Wonderful Life in Winter Garden”
Wednesday, November 15
7:30 am - 5:30 pm
Collaborating to create a small town, cozy feel, Crealdé School of Art and the Winter Garden Heritage Foundation will highlight artwork and photographs paying tribute to the holidays. This exhibit is sure to help you slow down, reminisce, and find the wonderful during this busy time of year.
Art in Public Places Gallery in City Hall, 300 W. Plant Street
“Dressing the Part: Selections from the Wardrobe Collection”
Wednesday, November 15
11:00 am - 3:00 pm
Over the years, the people of West Orange County have donated prom dresses, wedding gowns, sports uniforms, military dress, and more to our Archive. A selection of these treasured items will be presented in this exhibit. Free Admis