Winter Park Fall Festivals Events

Fall Festivals Happening Next in Winter Park, FL

Winter Parktoberfest - 2nd Annual Winter Park Oktoberfest

 Mead Botanical Garden 6 Sep 2025
MUSIC USD 18 TO 225

52nd Annual Autumn Art Festival

 Central Park In Winter Park, Florida 11 Oct 2025
FESTIVALS

Healthy Family Day

 1201 N Lakemont Ave, Winter Park, FL 32792 23 Aug 2025
HEALTH-WELLNESS

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

 Peterbrooke Chocolatier of Winter Park 13 Sep 2025
FOOD-DRINKS USD 69

Sip & Shop - Fall Finds and Local Vibes

 1300 S Denning Dr 28 Sep 2025
SHOPPING USD 15