Central Florida friends, it’s time to bundle up, grab a cup of cocoa, and head to historic Downtown Winter Garden for a truly magical holiday experience. From December 6, 2024, to January 5, 2025, this charming town transforms into a festive wonderland with lights, music, and activities for the whole family.
Photo: City of Winter Garden
Here’s your guide to the most memorable events you won’t want to miss:
Kick Off the Festivities
Light Up Winter Garden
December 6 from 6 to 9 p.m.
- Be dazzled as the town sparkles to life during this iconic event. Watch the 6:15 PM lighting ceremony, enjoy live music, and stroll the twinkling streets.
See More Holiday Events Around Central Florida Here
Photo: City of Winter Garden
Holiday Night Market & Entertainment
December 7 from 4 to 8 p.m.
- New this year, shop for unique gifts while enjoying live carolers, storytelling, and performances. Don’t miss the free commemorative tote bag giveaway for early shoppers!
Holiday Highlights
Winter Garden Christmas Parade
December 7 at 10 a.m.
- Bring your lawn chairs and cheer on festive floats, marching bands, and Santa himself as they make their way through historic downtown.
Winter Garden Christmas Golf Cart Parade
December 7 at 6 p.m.
- Watch elaborately decorated golf carts cruise through downtown. Grab a viewing spot along West Plant Street, and be ready to be amazed. Downtown streets are closed for this event making the event pedestrian only.
See More Holiday Parades Around Central Florida Here
A Merry Winter Garden Light Show
Nightly through December 31, 6 to 9 p.m.
- This 25-minute animated light show set to music will have you humming holiday tunes as you marvel at the magic on City Hall’s facade.
Holiday-Themed Photo Stations
- Visit the various holiday-themed photo stations throughout Downtown for picture-perfect backdrops to preserve the holiday memory for holiday cards and social posts. They are located at City Hall, Centennial Plaza, Police Station, Parking Garage, and more.
Holiday Street Performers
Friday through Sunday evenings in December
- Enjoy holiday-themed stilt walkers, musicians, and other entertaining street performances as part of the festive atmosphere.
Music and Movies
Holiday Flix at the Garden Theater
December 10, 11, 17, & 18
- Catch classic holiday movies at the Garden Theatre for just $5—a perfect way to get in the spirit.
See More Free Holiday Movies Near Orlando Here
Holiday Fridays on the Plaza
Fridays from 7 to 9 p.m.
- Enjoy live music under the stars at Centennial Plaza.
See More Holiday Shows and Music Around Central Florida Here
Family Fun
Santa at the Farmers Market
December 14 an 21, 9:00 to 12:00 p.m.
- Snap a photo with Santa while browsing fresh produce, holiday plants, and local goodies.
See More Places to Visit Santa Here
Festive All Month Long
Take a stroll through the Main Street Holiday Stroll, enjoy photo ops at themed stations, and soak up the music and magic of piped-in holiday tunes. With so many restaurants and shops to explore, there’s always something to see, eat, or discover.
Mark your calendars, gather your loved ones, and make merry memories in Winter Garden this holiday season.
