Winchester Fall Festivals Events

Fall Festivals Happening Next in Winchester, VA

Cheesin' for a Reason - a grilled cheese & tomato soup extravaganza

Old Town Winchester 8 Nov 2025
FOOD-DRINKS

Model Train Show and Sale

Winchester Moose Lodge, 215 E Cork Street, Winchester, VA 8 Nov 2025
KIDS

Buzzy's Trunk or Treat

720 Wade Miller Dr, Winchester, VA 22601, United States 29 Oct 2025
TRUNK-OR-TREAT

Fall Fest

2870 Middle Rd, Winchester, VA, United States, Virginia 22601 29 Oct 2025
FESTIVALS

Harvest Pumpkin Fall Centerpiece Workshop

The Homestead Farm at Fruit Hill Orchard LLC 1 Nov 2025
WORKSHOPS USD 82

Bring Your Own Pumpkin- Pumpkin Carving!

320 N Cameron St, Winchester, VA 29 Oct 2025
HALLOWEEN