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 Night Out Community Event – October 3
National Night Out is a national community-building campaign that promotes police-community partnerships. Millions of neighbors celebrate National Night Out annually across thousands of communities. Please join your community in its celebration.
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Halloween Experience 2023
Halloween is celebrated for 12 days – not just one -- in Winter Garden!
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Health & Harvest Festival 2023 - November 4
Come out to the Health & Harvest Festival at the Winter Garden Farmers Market for FREE wellness activities, health screenings, games, and fun while enjoying the market.
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Craft Affair 2023 - November 11
Arts & crafts lovers will enjoy shopping for one-of-a-kind handmade items at the annual Craft Affair, hosted by the City of Winter Garden Parks & Recreation.
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Small Business Saturday 2023 – November 25
Celebrate Small Business Saturday on November 25 by supporting the independent mom and pop shops that make Winter Garden so special! Small Business Saturday falls on the long, Thanksgiving weekend – perfect timing for holiday shopping while loving local!