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Events in Winter Springs, FL

GrindKit tracks 5 festivals, markets, and vendor opportunities in Winter Springs. Built for mobile coffee, food, and beverage operators.

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Upcoming (5)

May 1, 2026
Ole Ole 5K – Winter Springs
Sports
May 1, 2026
Ole Ole 5K
Sports
Sep 1, 2026
Winter Springs Food Truck Thursday
Vendor Booths
Oct 1, 2026
Winter Springs Food Truck Thursday (Returns May 2026)
Vendor Booths
Jan 16, 2027
Winter Springs Food Truck Thursday - January & March 2027
Vendor Booths