Winchester Fall Festivals Events

West Oaks Apple Harvest Festival!

4305 Middle Road, Winchester, VA, United States, Virginia 22602 5 Oct 2025

Farm & Maker’s Saturday Market

2502 N. Frederick Pike, Winchester, VA 25 Oct 2025

2025 Winchester Medical Center NICU Reunion

West Oaks Farm Market 12 Oct 2025

October Yoga in the Gardens

901 Amherst St, Winchester, VA, United States, Virginia 22601 3 Oct 2025

Harvest Pumpkin Fall Centerpiece Workshop

The Homestead Farm at Fruit Hill Orchard LLC 1 Nov 2025

West Oaks Fall Harvest Festival!

4305 Middle Road, Winchester, VA, United States, Virginia 22602 19 Oct 2025

2025 Trunk or Treat & Fall Festival

2581 Northwestern Pike, Winchester, VA, United States, Virginia 22603 22 Oct 2025

Fall Fest 2025

2333 Roosevelt Blvd., Winchester, VA, United States, Virginia 22601 17 Oct 2025

Bring Your Own Pumpkin- Pumpkin Carving!

320 N Cameron St, Winchester, VA 29 Oct 2025

Trainwreck LIVE at WOFM Fall Festival

4305 Middle Rd, Winchester, VA 22602, United States 18 Oct 2025

Dill Pickers at West Oaks Farm Market October 11, 2025

West Oaks Farm Market 11 Oct 2025

Trainwreck LIVE at WOFM Fall Festival

West Oaks Farm Market 19 Oct 2025