Downtown Winter Garden News

Check here for the latest news, happenings, and announcements. There is always something new and exciting in Downtown Winter Garden!


Books for Sale at Writer's Block Bookstore

Writer’s Block Bookstore Opens in Downtown

It is official — Winter Garden has a bookstore! Writer’s Block Bookstore opens their doors on November 20 in Downtown Winter Garden. The opening is perfect timing for holiday shopping with its wide selection of holiday-related books and gift items. Located at 32 W. Plant Street, the 1,500 square-foot full-service independent bookstore specializes in new […]

Vegetables from the Farmers Market

Local Farmers bring their Harvest to Winter Garden

There will be an abundance of local fresh produce at the market starting in late October when the fall crops start coming in and farmers begin their fall harvest.  The Winter Garden Farmers Market has the largest selection of local produce in Central Florida. We are fortunate to work with a group of amazing farmers.  […]

Garden Theatre Presents Matilda the Musical

The historic Garden Theatre in downtown Winter Garden is excited to present Matilda the Musical during the holiday season. Premiering on November 19, the live theatre presentation continues through December 20. Roald Dahl’s beloved story of an extraordinary young girl comes to life in Matilda the Musical. Unloved by her parents, tormented by Headmistress Trunchbull, […]

Downtown Winter Garden Historic District Sign

City to Conduct Re-Survey of Historic Districts

The City of Winter Garden, in collaboration with the Winter Garden Heritage Foundation, has received a grant of $20,000 from the Florida Department of State’s Division of Cultural Resources to conduct a survey of structures located within Downtown Winter Garden’s commercial and residential Historic Districts. A selection of sites located outside the designated districts will […]

Love Local Logo

Winter Garden Announces Love Local Campaign

The City of Winter Garden has launched a Love Local campaign to  build awareness of the importance of supporting the local business community as well as providing programs and activities to help small businesses recover from financial losses due to the COVID-19 pandemic. The Love Local campaign includes a number of initiatives and activities through […]

Halloween Poster 2020

Downtown gets a little Spooky … but not too Spooky

Have you gotten spooked while strolling down Plant Street? The City of Winter Garden will host the Halloween Experience beginning on October 23rd and ending on November 1st.  Walk, drive, ride and stroll down Plant Street and take in all the fun and frightening activities. Local talent, Ian McDaniel, will create and manage the outdoor […]

Chicken and Fries from Fat Mike’s Hot Chicken

Downtown Winter Garden is Growing even through a Pandemic

Right in the middle of a pandemic, Downtown Winter Garden has some extraordinary entrepreneurs and business owners growing and starting a business. Incredible times allow incredible people to shine. Fat Mike’s Hot Chicken, owned by Michael and Alison Scorsone, opened their Nashville Hot Chicken concept at 300 W. Plant Street as a way to keep […]

Family Enjoying Outdoor Dining while child plays on the Fountain at Centennial Park

October is Outdoor Dining Month

The City of Winter Garden proclaims October as Outdoor Dining Month! The fall weather is ideal for outdoor dining and with expanded patios throughout the city; there is no better time to dine al fresco. Umbrella tables dot the historic streets of Downtown, including expanding into parking areas and picturesque Centennial Plaza. Downtown’s extensive outdoor […]

Winter Garden Clock Tower

Top 10 Ways to Explore Winter Garden

Now is an ideal time to discover – or rediscover – the charm of Winter Garden. From iconic landmarks, recreational venues, to unique shops and restaurants and so much more, there is always something new to experience. Whether you are a resident or visitor, make sure you check off your list the following Top 10 […]

Outdoor Dining in Downtown Winter Garden

Downtown Hospitality Program – At Your Service, Winter Garden

Downtown Winter Garden is as warm as the weather – a place where everyone feels comfortable and at home. Whether you are a new resident, new business owner, or visitor, you will find Downtown filled with warmth and energy. This, more than anything, is the attraction to our community. There are many programs and opportunities to […]

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