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; quarterly Cruz ‘N Car Show; to the annual Spring Fever in the Garden, Halloweenfest, Shop Small Business Saturday, and month-long ‘Tis the Season events — there is always something happening Downtown!
January 2020
No events scheduled at this time.
February 2020
No events scheduled at this time.
March 2020
No events scheduled at this time.
April 2020
No events scheduled at this time.
May 2020
June 2020
Winter Garden Farmers Market
Saturday, June 6
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, June 13
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, June 20
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
July 2020
Winter Garden Farmers Market
Saturday, July 4
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, July 11
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, July 18
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
August 2020
Winter Garden Farmers Market
Saturday, August 1
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, August 8
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, August 15
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Fridays on the Plaza
Friday, August 21
7:00 pm - 9:00 pm
Music: Jason Thomas (Folk, Bluegrass)
Downtown Winter Garden
Winter Garden Farmers Market
Saturday, August 22
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Fridays on the Plaza
Friday, August 28
7:00 pm - 9:00 pm
Music: Good Times Jazz Band (Jazz)
Downtown Winter Garden
September 2020
Winter Garden Farmers Market
Wednesday, September 2
3:00 pm - 7:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Fridays on the Plaza
Friday, September 4
7:00 pm - 9:00 pm
Music: Jade Frances (Pop, Acoustic)
Downtown Winter Garden
Winter Garden Farmers Market
Saturday, September 5
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Wednesday, September 9
3:00 pm - 7:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Fridays on the Plaza
Friday, September 11
7:00 pm - 9:00 pm
Music: Da Capo Jazz Trio (Jazz)
Downtown Winter Garden
Winter Garden Farmers Market
Saturday, September 12
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Wednesday, September 16
3:00 pm - 7:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Fridays on the Plaza
Friday, September 18
7:00 pm - 9:00 pm
Music: Keith Eaton (Soul)
Downtown Winter Garden
Winter Garden Farmers Market
Saturday, September 19
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Wednesday, September 23
3:00 pm - 7:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Fridays on the Plaza
Friday, September 25
7:00 pm - 9:00 pm
Cancelled Until Further Notice
Downtown Winter Garden
Winter Garden Farmers Market
Saturday, September 26
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
October 2020
Winter Garden Farmers Market
Saturday, October 3
8:00 pm - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Wednesday, October 7
3:00 pm - 7:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, October 10
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Wednesday, October 14
3:00 pm - 7:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, October 17
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Wednesday, October 21
3:00 pm - 7:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, October 24
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Wednesday, October 28
3:00 am - 7:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
November 2020
Winter Garden Farmers Market
Saturday, November 7
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, November 14
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, November 21
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, November 28
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
December 2020
Holiday Horse Drawn Carriage Tours
Friday, December 4
5:30 pm - 9:30 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
A Merry Winter Garden Light Show
Friday, December 4
6:00 pm - 9:00 pm
City Hall, 300 W. Plant St.
Winter Garden Farmers Market
Saturday, December 5
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Holiday Horse Drawn Carriage Tours
Saturday, December 5
5:30 pm - 9:30 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
A Merry Winter Garden Light Show
Saturday, December 5
6:00 pm - 9:00 pm
City Hall, 300 W. Plant St.
Holiday Boutique Stroll & Sale
Thursday, December 10
8:00 am - 8:00 pm
Downtown Winter Garden
Dickens Carolers
Thursday, December 10
5:00 pm - 7:00 pm
Downtown Winter Garden
Holiday Horse Drawn Carriage Tours
Friday, December 11
5:30 pm - 9:30 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
A Merry Winter Garden Light Show
Friday, December 11
6:00 pm - 9:00 pm
City Hall, 300 W. Plant St.
Winter Garden Farmers Market
Saturday, December 12
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Holiday Horse Drawn Carriage Tours
Saturday, December 12
5:30 pm - 9:30 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
A Merry Winter Garden Light Show
Saturday, December 12
6:00 pm - 9:00 pm
City Hall, 300 W. Plant St.
A Merry Winter Garden Light Show
Sunday, December 13
6:00 pm - 9:00 pm
City Hall, 300 W. Plant St.
Holiday Horse Drawn Carriage Tours
Friday, December 18
5:30 pm - 9:30 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
A Merry Winter Garden Light Show
Friday, December 18
6:00 pm - 9:00 pm
City Hall, 300 W. Plant St.
Winter Garden Farmers Market
Saturday, December 19
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Holiday Horse Drawn Carriage Tours
Saturday, December 19
5:30 pm - 9:30 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
A Merry Winter Garden Light Show
Saturday, December 19
6:00 pm - 9:00 pm
City Hall, 300 W. Plant St.
Dickens Carolers
Saturday, December 19
6:30 pm - 8:30 pm
Downtown Winter Garden
Winter Garden Farmers Market
Saturday, December 26
8:00 am - 1:00 pm
Market Cancelled due to the Holidays
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Holiday Horse Drawn Carriage Tours
Saturday, December 26
5:30 pm - 9:30 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Holiday Horse Drawn Carriage Tours
Sunday, December 27
5:30 pm - 9:30 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Holiday Horse Drawn Carriage Tours
Monday, December 28
5:30 pm - 9:30 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Holiday Horse Drawn Carriage Tours
Tuesday, December 29
5:30 pm - 9:30 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
January 2021
Winter Garden Farmers Market
Saturday, January 2
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, January 9
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, January 16
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Celebrate MLK Day and Black History Month in Winter Garden
Monday, January 18
8:00 am - 9:00 pm
Downtown Winter Garden
Winter Garden Farmers Market
Saturday, January 23
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
February 2021
Winter Garden Farmers Market
Saturday, February 6
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, February 13
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, February 20
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
March 2021
Winter Garden Farmers Market
Saturday, March 6
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, March 13
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, March 20
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
April 2021
Winter Garden Farmers Market
Saturday, April 3
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, April 10
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, April 17
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
May 2021
Winter Garden Farmers Market
Saturday, May 1
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, May 8
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, May 15
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, May 22
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
June 2021
Winter Garden Farmers Market
Saturday, June 5
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, June 12
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, June 19
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
July 2021
Winter Garden Farmers Market
Saturday, July 3
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, July 10
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, July 17
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, July 24
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
August 2021
Winter Garden Farmers Market
Saturday, August 7
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, August 14
12:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, August 21
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
September 2021
Winter Garden Farmers Market
Saturday, September 4
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, September 11
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, September 18
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
October 2021
Winter Garden Farmers Market
Saturday, October 2
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, October 9
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, October 16
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, October 23
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
November 2021
Winter Garden Farmers Market
Saturday, November 6
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, November 13
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, November 20
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
December 2021
Winter Garden Farmers Market
Saturday, December 4
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, December 11
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
Winter Garden Farmers Market
Saturday, December 18
8:00 am - 1:00 pm
Downtown Pavilion - 104 S. Lakeview Avenue (Corner of S. Lakeview Ave & Tremaine St)
January 2022
No events scheduled at this time.