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
Olympus Christmas Brunch
at Gather On Seventh
It’s time to get festive! We are excited to invite you to our Annual Christmas Party, filled with holiday cheer and cozy fun
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.
Christmas Ball
at German American Society of Central Florida
What better way to kick off the Christmas Season than to join us at our traditional German-American Christmas Ball on Saturday, December 14
Holiday Opera at the Garden
at Garden Theatre
A Magical Holiday Opera Evening Concert to Celebrate the Season!
Celebrate Christmas With Us!
at Your Body in Balance
Come join us for a festive Christmas celebration filled with joy, laughter, and holiday cheer!
Winter Gouyad Escape “All White & Gold Affair”
at 4459 N Pine Hills Rd
“Indulge In The Allure Of The Winter Gouyad Escape Where Passion And Mystery Collide This Christmas Weekend Soirée
2024 Windermere Christmas Golf Cart Parade
at Central Park
Get ready to deck out your golf cart in holiday cheer and join us for the 2024 Windermere Christmas Golf Cart Parade!
New Year's Eve 2024!
at German American Society of Central Florida
Join us for our extravagant New Year's Eve, Puttin' on the Ritz and ring in 2025 in style at the German American Society of Central Florida!
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.