Special Events
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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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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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National Hispanic Heritage Month in Winter Garden
National Hispanic Heritage Month is a way to promote the history, culture, and contributions of Hispanic-Americans — specifically, those whose ancestors came from Spain, Mexico, the Caribbean, and Central and South America. Communities mark the achievements of Hispanic and Latino Americans with festivals and educational activities. Celebrate Hispanic Heritage Month in Winter Garden with special event programming, art exhibits, educational activities, and by patronizing your community’s Hispanic- and Latin-owned and operated restaurants to delight in the culture’s cuisine.
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Halloween Experience 2022 (October 21–31)
Halloween is celebrated for 11 days – not just one -- in Winter Garden! The City’s Halloween Experience provides family-friendly festivities in Downtown Winter Garden, including seven nights of an outdoor animated Halloween Light Show on City Hall; a hay maze; fall- and spooky-themed photo locations, decorations and light displays throughout downtown; a Spooky Caboose; a Halloween Celebration at the fall-themed Farmers Market; a Downtown Harvest Sidewalk Sale & Stroll; and more! Costumes are welcome any day!
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Harvest Sidewalk Sale & Stroll (October 22, 2022)
All Day - Shop the outdoor sidewalk sale surrounded by the spooky and fall-themed Halloween Experience ambiance. Stores will feature special sales, promotions, and seasonal merchandise.