1Oct

Spooky Season: Winchester Old Town Ghost Hunt

Old Town Winchester

1 Oct 2026

USD 23

31Oct

Samhain Luna Market 2026

125 S. Loudoun Street, Winchester, VA

31 Oct 2026

30Oct

SPOOKY RIDDIM HOURS - HALLOW'S EVE EDITION

Bright Box Theater

30 Oct 2026

USD 13 TO 29

31Oct

FREE! Amherst Commons First Annual Trunk or Treat

509 Amherst St, Winchester, VA 22601-3878, United States

31 Oct 2026

25Oct

Build Your Own CEMETARIUM!

47 West Boscawen St, Winchester, VA, United States, Virginia 22601

25 Oct 2026

31Oct

Halloween Party

1730 Berryville Pike, Winchester, VA

31 Oct 2026

31Oct

HALLOWEEN BASH!

125 E Piccadilly Street, Winchester, VA, United States, Virginia 22601

31 Oct 2026

31Oct

The Old Town Monster Mash

Sweet Caroline's

31 Oct 2026

USD 18

29Oct

Halloween Scavenger Hunt Fun Run

Runners' Retreat

29 Oct 2026

29Oct

Trunk or Treat, at the George Washington Hotel

The George Washington Hotel

29 Oct 2026

24Oct

THE HAUNT | Halloween Bass Takeover @ Blue Fox

1160 Millwood pike Winchester va

24 Oct 2026

31Oct

Hound Dogs Food Truck

2700 Valley Avenue, Winchester, VA

31 Oct 2026

31Oct

Dia Del Niño

707 ft collier rd, Winchester, VA

31 Oct 2026

31Oct

Halloween 2026 / Davisson Brothers Band

Backseat Events

31 Oct 2026

29Oct

Community Halloween Party - Open to Public

424 Ridgewood Lane, Winchester, VA, United States, Virginia 22601

29 Oct 2026

28Oct

Fall Fest

2870 Middle Rd, Winchester, VA, United States, Virginia 22601

28 Oct 2026

25Oct

Free Fall Festival and Trunk or Treat

181 Nazarene Dr, Winchester, VA, United States, Virginia 22601

25 Oct 2026

24Oct

Homestead Harvest Festival

2502 N Frederick Pike, Winchester, VA 22603-4162, United States

24 Oct 2026

28Oct

Horror Film Trivia @ Dividing Creek

160 N Loudoun St, Winchester, VA, United States, Virginia 22601

28 Oct 2026

29Oct

Buzzy's Trunk or Treat

720 Wade Miller Dr, Winchester, VA 22601, United States

29 Oct 2026

28Oct

Haunted History Ghost Tours

South end of Loudoun Street Pedestrian Mall, Winchester, Virginia

28 Oct 2026

30Oct

Trunk or Treat 🍭 🚗

2700 Valley Avenue, Winchester, VA

30 Oct 2026

30Oct

Trunk or Treat By Ambrogi Acres

Backseat Events

30 Oct 2026