Winter Garden Fall Festivals Events

Pumpkin Patch Dash 5K

Oakland Park, Winter Garden, Florida 18 Oct 2025

Fall Festival 2025

113 Roberson Rd, Windermere, FL, United States, Florida 34786 24 Oct 2025

2nd Annual Fall Festival

1200 W Bay St, Winter Garden, FL, United States, Florida 34787 18 Oct 2025

Annual Fall Festival

15501 Towne Common Boulevard, Winter Garden, FL 1 Nov 2025

Fall Fest at Crossline Park

Crossline Park 25 Oct 2025

Annual Fall Festival

15501 Towne Common Boulevard, Winter Garden, FL 2 Nov 2025

OCTOBER FALL FESTIVAL

1302 Edgeway Dr, Winter Garden, FL 29 Oct 2025

Fall Festival Vendor Fair

15501 Towne Common Boulevard, Winter Garden, FL 2 Nov 2025