Special Events
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Tis the Season Holiday Events 2019
Downtown Winter Garden transforms into a winter wonderland with all the holiday trimmings every weekend in December. Click to learn more.
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De-Light-ful Decorations Contest
Drag out the lights, hang up the garland, put up the glowing Santa and enter your home to win! Festive presentations of outdoor decorations could win up to $100!
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Winter Garden Farmers Market
The Market has quickly grown into a community staple and offers a large selection of vendors from locally grown produce and baked goods, to homemade soaps and fresh flowers, and even live entertainment each week.
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Cruz N Car Show
The Cruz N Car show is held quarterly in Downtown Winter Garden on the third Saturday in January, April, June, and September from 4 to 8 p.m.
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Fridays on the Plaza
Come enjoy live music every Friday night on the Plaza in Winter Garden.
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Dr. Martin Luther King Jr. Community Celebration
Come celebrate and honor this great leader of the civil rights movement. Community Parade will start at 10 am and travel along Plant Street through downtown Winter Garden. Enjoy live entertainment, speakers, vendors, kids’ activities, films and much more!