Winchester Live Music Events

Live Music Happening Next in Winchester, VA

Claudio’s Pizzeria Friday Night Fever Disco Dance Party

 James R. Wilkins, Jr. Athletic & Events Center 1 May 2026
ENTERTAINMENT

Celtic Fest

 Old Town Winchester 14 Mar 2026
FESTIVALS

Strawberry Festival

4305 Middle Road, Winchester, VA, United States, Virginia 22602 23 May 2026
FESTIVALS

Carter Myers Automotive Jimmy Buffett Tribute Show

 James R. Wilkins, Jr. Athletic & Events Center 30 Apr 2026
MUSIC

Country Nite @ Bright Box Theater in Winchester, VA

 Bright Box Theater 6 Mar 2026
MUSIC USD 18 TO 82

An Evening with Stephane Wrembel

 Bright Box (Winchester, VA) 27 Feb 2026
MUSIC

Get Your Dreams On — Tell Me Lies: The Fleetwood Mac Experience

 114 Full House Drive , Winchester, VA, United States, Virginia 22603 6 Feb 2026
MUSIC

Peaches & Beaches Festival

4305 Middle Road, Winchester, VA, United States, Virginia 22602 1 Aug 2026
FESTIVALS

90s & 00s Night @ Backseat Bar & Grill

 Backseat Bar and Grill 18 Apr 2026
MUSIC

Backseat Rocks with That Arena Rock Show

 114 Full House Drive , Winchester, VA, United States, Virginia 22603 11 Apr 2026
MUSIC

Ambrogi Acres 2nd Annual 420 Event

 Backseat Events 18 Apr 2026
ENTERTAINMENT

For the Love of Linda: Honoring the Music of Linda Ronstadt

 Bright Box Theater 20 Feb 2026
MUSIC

Paella Day

 4063 Middle Rd, Winchester, VA, United States, Virginia 22602 28 Feb 2026
MUSIC

Greener Living Day

 302 S Loudoun Street, Winchester, VA 25 Apr 2026
MUSIC

Country Music Party

 James R. Wilkins Jr. Athletics and Event Center 1 May 2026
SPORTS

THE BASS CLUB PRESENTS: VKTM

 Bright Box Theater 13 Mar 2026
USD 13 TO 29

Spaghetti Dinner Buffet & Live Music from Jimmy Lee!

 4305 Middle Road, Winchester, VA, United States, Virginia 22602 20 Feb 2026
MUSIC

Valentine’s Sweetheart Soirée at Chick-fil-A

 Chick-fil-A Pleasant Valley Road (2230 S Pleasant Valley Rd, ) 11 Feb 2026
VALENTINES-DAY

Live Dead & Brothers: An All-Star Celebration of Grateful Dead & Allman Brothers

 Bright Box Theater 3 May 2026
MUSIC

The Crown College Choir Live at Lighthouse Baptist Church

 2581 Northwestern Pike, Winchester, VA, United States, Virginia 22603 25 Mar 2026
MUSIC

5AM Trio: Esoterra Tour

 Bright Box Theater 26 Mar 2026
MUSIC

Sin City at Backseat Bar & Grill

Backseat Bar and Grill 28 Mar 2026

Graham Barham in Winchester

 James R. Wilkins 2 May 2026
CONCERTS

Trainwreck LIVE at the Winchester Moose

 Winchester Moose Family Center 1283 27 Feb 2026