Winchester Live Music Events

Apple Harvest Festival

4305 Middle Road, Winchester, VA, United States, Virginia 22602 3 Oct 2026

Take a Back Road to Backseat: Rodney Atkins LIVE!

114 Full House Drive , Winchester, VA, United States, Virginia 22603 24 Oct 2026

Apple Harvest Festival

3035 Cedar Creek Grade, Winchester, VA, United States, Virginia 22602 10 Oct 2026

Homestead Harvest Festival

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

Fall Harvest Festival

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

Montgomery Gentry

Backseat Events 6 Nov 2026

Terri Clark LIVE in Winchester, VA

Backseat Events 3 Dec 2026

Local Boy Timmy @ Piccadilly's Public House and Restaurant in Winchester, Virginia

Piccadilly's Public House and Restaurant 17 Oct 2026

The YDC's 2026 Festival of Trees

302 S Loudoun Street, Winchester, VA 21 Nov 2026

Sun Dogs - Tribute to Rush

Backseat Events 17 Oct 2026

JILL FULTON BAND @ PICCADILLY'S

Piccadilly's Public House and Restaurant 10 Oct 2026

Emo Night Karaoke 11/7 @ Bright Box Theater

Bright Box Theater 7 Nov 2026

Evening With The Babys

The George Washington A Wyndham Grand Hotel, 103 East Piccadilly Street, Winchester, VA, USA 31 Dec 2026

Odie and The Country Band at the Winchester Moose #1283

Winchester Moose Lodge 1283 23 Oct 2026

Saxsquatch

Backseat Events 23 Oct 2026

The Nighthawks!

Bright Box (Winchester, VA) 28 Nov 2026

Winchester Moose #1283 presents Odie and The Country Band

Winchester Moose Lodge 1283 5 Dec 2026

Picadilly's - Michelle & Jason Hannan

Picadilly's Brewpub Winchester Va 13 Nov 2026

Little Ozzy: The Nation's Biggest Ozzy Tribute

114 Full House Drive , Winchester, VA, United States, Virginia 22603 28 Nov 2026

The Naghash Ensemble at Shenandoah University

Goodson Chapel – Recital Hall 10 Nov 2026

The Koffin Kats / Voodoo Glow Skulls / The Raging Nathans

Bright Box (Winchester, VA) 8 Dec 2026

Trainwreck LIVE at WOFM Fall Festival

West Oaks Farm Market 17 Oct 2026

Wichita Falls Band "Something about Sunday"

125 E Piccadilly Street, Winchester, VA, United States, Virginia 22601 4 Oct 2026

Weekly SINGO Music Bingo Nights at Bright Box - Winchester

Bright Box Theater 22 Aug 2025

Low Water Bridge Band

Bright Box (Winchester, VA) 25 Nov 2026

Christmas at the Movies - Guildhall Winchester

Guildhall Winchester 23 Dec 2026

Local Boy Timmy @ Winchester Virginia Eagles Club 824

Eagle's Club Aerie #824 30 Oct 2026

Trainwreck LIVE at the Winchester Moose

Winchester Moose Family Center 1283 6 Nov 2026

Rodney Atkins

Backseat Events 24 Oct 2026