Special Events
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32nd Annual Light Up Winter Garden
It's that magical time of year again! Join us as we welcome the season with live entertainment, vendors, shopping, children's activities and more.
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Winter Garden Christmas Parade
Bring a lawn chair or blanket and head to your favorite spot for this annual event. A long-standing Winter Garden holiday tradition will delight spectators and bring in holiday cheer!
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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.