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Happening Next in Winchester

Upcoming Live Music Events

Rodney Atkins

 Backseat Events 24 Oct 2026

Take a Back Road to Backseat: Rodney Atkins LIVE!

 114 Full House Drive , Winchester, VA, United States, Virginia 22603 24 Oct 2026
COUNTRY-MUSIC-FESTIVALS

Montgomery Gentry

 Backseat Events 6 Nov 2026

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Upcoming Festivals Events

Samhain Luna Market 2026

 125 S. Loudoun Street, Winchester, VA 31 Oct 2026
HALLOWEEN

Homestead Harvest Festival

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

Pumpkin Festival

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

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Upcoming Trunk Or Treat Events

FREE! Amherst Commons First Annual Trunk or Treat

509 Amherst St, Winchester, VA 22601-3878, United States 31 Oct 2026
TRUNK-OR-TREAT

2026 Trunk or Treat & Fall Festival

 2581 Northwestern Pike, Winchester, VA, United States, Virginia 22603 21 Oct 2026
FESTIVALS

Trunk or Treat, at the George Washington Hotel Parking Lot

 The George Washington Hotel 29 Oct 2026

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Upcoming Trick Or Treat Events

Old Town Trick or Treat

 Old Town Winchester Walking Mall 24 Oct 2026

SPOOKY RIDDIM HOURS - HALLOW'S EVE EDITION

 Bright Box Theater 30 Oct 2026
FITNESS USD 13 TO 29

Halloween 2026 / Davisson Brothers Band

Backseat Events 31 Oct 2026
ENTERTAINMENT

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Upcoming Music Festivals Events

The Big Cheese Festival

 James Charles Winery & Vineyard 24 Oct 2026
FESTIVALS

The YDC's 2026 Festival of Trees

 302 S Loudoun Street, Winchester, VA 21 Nov 2026
FESTIVALS

Winchester Moose #1283 presents Odie and The Country Band

 Winchester Moose Lodge 1283 5 Dec 2026
ENTERTAINMENT

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Trending Events in Winchester

The Legacy Edit - Vintage Bag Pop Up Party

 201 N Loudoun St 24 Oct 2026
FITNESS FREE

Old Town Winchester Ghost Tales Walking Tour

 Shenandoah Valley Civil War Museum 24 Oct 2026
ART

MJ The Illusion - The Michael Jackson Experience

 Backseat Events 22 Oct 2026

2026 YES Conference (Youth Empowered for Success)

 Halpin-Harrison Hall 20 Oct 2026
FITNESS USD 39

Terri Clark LIVE in Winchester, VA

 Backseat Events 3 Dec 2026

The Empty Bowl 2026

 Fellowship Bible Church 6 Nov 2026
NONPROFIT USD 45 TO 75

Free Robotics Workshop For Kids at Winchester, VA (5-14yrs)

 Hampton Inn Winchester N/Conference Center 24 Oct 2026
KIDS FREE

Emo Night Karaoke 11/7 @ Bright Box Theater

 Bright Box Theater 7 Nov 2026
FITNESS USD 20

251st USMC Ball

 4063 Middle Rd, Winchester, VA, United States, Virginia 22602 14 Nov 2026
NONPROFIT

Miss Apple Blossom Legacy Pageant

 James Wood Middle School 7 Nov 2026
FESTIVALS

Winchester Winter Village

Old Town Winchester 6 Dec 2026
HOLIDAY

Spooktacular Scavenger Hunt For Charity

 Winchester Brew Works 24 Oct 2026
FITNESS USD 17 TO 30

American Psycho

 Glaize Studio Theatre 28 Oct 2026
ART

Art Again Trash Bash @ Hideaway Cafe

 141 S Loudoun St, Winchester, VA 22601-4717, United States 24 Oct 2026
ART

Dancing with the Goats at Peaceful Fields Sanctuary!

 Peaceful Fields Sanctuary 7 Nov 2026
NONPROFIT USD 17
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