Winchester Fall Festivals Events

Opening Day!🎃🍂🌾

933 Barley Ln, Winchester, VA 19 Sep 2026

Trunk or Treat on Loudoun Street

302 S Loudoun Street, Winchester, VA 17 Oct 2026

Apple Butter Festival🍎

933 Barley Ln, Winchester, VA 10 Oct 2026

Homestead Harvest Festival

2502 N. Frederick Pike , Winchester, VA, United States, Virginia 22603 24 Oct 2026

Pumpkin Festival

3035 Cedar Creek Grade, Winchester, VA, United States, Virginia 22602 24 Oct 2026

Fall Harvest Festival

4305 Middle Road, Winchester, VA, United States, Virginia 22602 17 Oct 2026

Celebrate Community Cats this Fall in Style

The George Washington A Wyndham Grand Hotel 18 Oct 2026

The Laurel Center Yard Sale

22 Clark St, Winchester, VA 22601-4848, United States 12 Sep 2026

Mom and Me Day

933 Barley Ln, Winchester, VA 18 Oct 2026

Trainwreck LIVE at WOFM Fall Festival

West Oaks Farm Market 17 Oct 2026