Winter Park Fall Festivals Events

Women’s Social Club Dip Into Fall Signature Experience (Winter Park)

Peterbrooke Chocolatier of Winter Park 13 Sep 2025

Sip & Shop - Fall Finds and Local Vibes

1300 S Denning Dr 28 Sep 2025

52nd Annual Autumn Art Festival

Central Park In Winter Park, Florida 11 Oct 2025

Free for Seniors: Swing Into September Dance

Winter Park Community Center 10 Sep 2025

Chalk a Masterpiece - Fall Into Art 2025

Central Park In Winter Park, Florida 1 Nov 2025