Winter Garden
About Winter Garden
Winter Garden, FL is a charming, historic town just 30 minutes from Orlando that offers charm and heritage in the middle of bustling Central Florida. The history of Winter Garden goes back to the late 1820s when settlers arrived in search of fertile land to grow citrus fruit groves. The settlement grew quickly and by the 1880s it was incorporated as the town of Pomona. An easy drive from the famous attractions and theme parks of Orlando and Kissimmee, Winter Garden is close enough to experience all the fun of being in Central Florida without the crowds. With small-town charm, a fresh attitude, and full of things to do, you?ll be planning your next trip back before you know it!
Events in Winter Garden
Halloween Photo Booth & Fun Night at LiveTrends Boutique
at LiveTrends Boutique
Join us for a fun evening and strike a pose at our free Halloween-themed photo booth!
Trunk Or Treat At The Eatonville Chamber
at Eatonville Chamber of Commerce
Join us for a fun-filled evening of trunk-or-treating at the Eatonville Chamber - costumes, candy, and community spirit!
Halloween Night On International
at rum jungle
Halloween Night on I-Drive: Spooktacular thrills, eerie beats, and wicked fun in the heart of the festivities!
It's a Wonderful Life in Winter Garden II
at Art in Public Places Gallery, Winter Garden City Hall
Under the guidance of senior faculty member Peter Schreyer, 10 experienced Crealdé master class students tell the visual story and written narrative of contemporary life in Downtown Winter Garden, one of Central Florida’s most authentic small towns.
A Friendsgiving Around The World
at Eatonville Chamber of Commerce
Join us for a global feast with friends from all over the world at A Friendsgiving Around The World!
Downtown Small Business Saturday Sidewalk Sale
at Downtown Winter Garden
Join us for a fun-filled day of shopping local at our Downtown Small Business Saturday Sidewalk Sale
Holiday Night Market at Downtown
at Downtown Winter Garden
Experience the holiday wonderland of downtown as booths with festive treats, décor, and gift items in the pedestrian-only streets.
Reflection of Time III
at Art in Public Places Gallery, Winter Garden City Hall
Now in its third year at Winter Garden City Hall, this exhibition explores the journey of African American artists from the Central Florida community and how their works serve as a testament in preserving time.
16th Annual Hannibal Square Heritage Center Folk & Urban Art Festival
at Hannibal Square Heritage Center
The festival celebrates Central Florida’s richly diverse culture through live musical entertainment and the artwork of select folk and urban artisans.