City Hub
Events in Winter Park, FL
GrindKit tracks 24 festivals, markets, and vendor opportunities in Winter Park. Built for mobile coffee, food, and beverage operators.
Upcoming (15)
Nov 14-15, 2026
Winter Park Autumn Art Festival
Dec 1, 2026
Winter Park Farmers Market
Dec 6, 2026
Winter Park Christmas Parade
Dec 27-31, 2026
Holiday 5K, 10K, and Half Marathon at Winter Park
Dec 27-31, 2026
Holiday Five
Jan 17, 2027
25th Annual Unity Heritage Festival Celebration
Feb 1, 2027
Winter Park Arts Weekend
Mar 1, 2027
Winter Park St. Patrick's Day Parade
Mar 20-22, 2027
Winter Park Sidewalk Art Festival
Apr 26, 2027
16th Annual Hannibal Square Heritage Center Folk and Urban Art Festival
Jul 4, 2027
AdventHealth July 4th Watermelon 5K
Date TBA
Rocket Market - April 2027
Date TBA
Rocket Market (Austin's Coffee)
Date TBA
Run for the Trees 5K
Date TBA
Winter Park Farmers Market
Past (9)
Jul 1, 2026
AdventHealth July 4th Watermelon 5K
Jul 1, 2026
Winter Park Farmers Market
Jul 4, 2026
AdventHealth July 4th Watermelon 5K – Winter Park
Jul 4, 2026
AdventHealth July 4th Watermelon 5K
Sep 1, 2026
Winter Park Farmers Market
Oct 1, 2026
Annual Winter Park Autumn Art Festival
Oct 10-11, 2026
Winter Park Autumn Art Festival
Oct 24, 2026
ArtsGoggle
Nov 7, 2026
Lady Track Shack 5K