Live Music in Winchester

Check out happening live music events all around Winchester, VA

Nitty Gritty Dirt Band at The Monument

 Sun, 07 Jun at 07:30 pm The Monument

Bryan Martin in Winchester

 Thu, 28 May at 08:00 pm Backseat Events

Strawberry Festival

Sat, 23 May at 11:00 am 4305 Middle Road, Winchester, VA, United States, Virginia 22602

Rodney Atkins in Winchester

 Sat, 24 Oct at 07:00 pm Backseat Events

Peach Festival

 Sat, 08 Aug at 09:00 am 3035 Cedar Creek Grade, Winchester, VA, United States, Virginia 22602

NAACP Winchester Area Juneteenth 2026

 Sun, 14 Jun at 12:00 pm Museum of the Shenandoah Valley

Sunflower Festival

Sat, 12 Sep at 10:00 am 2502 N. Frederick Pike, Winchester, VA

First Friday

 Fri, 07 Aug at 05:00 pm Old Town Winchester Walking Mall

Strawberry Festival

 Sat, 23 May at 05:00 am 4305 Middle Road, Winchester, VA, United States, Virginia 22602 4305 Middle Rd, Winchester, VA 22602, United States

Apple Harvest Festival

Sat, 03 Oct at 11:00 am 4305 Middle Road, Winchester, VA, United States, Virginia 22602

Apple Harvest Festival

 Sat, 10 Oct at 09:00 am 3035 Cedar Creek Grade, Winchester, VA, United States, Virginia 22602

First Friday

 Fri, 05 Jun at 05:00 pm Old Town Winchester

VA250 Fireworks Celebration

 Sat, 11 Jul at 08:00 pm 4063 Middle Rd, Winchester, VA, United States, Virginia 22602

Honeycrisp Festival

 Sat, 05 Sep at 09:00 am 3035 Cedar Creek Grade, Winchester, VA, United States, Virginia 22602

Peaches & Beaches Festival

Sat, 01 Aug at 11:00 am 4305 Middle Road, Winchester, VA, United States, Virginia 22602

Homestead Harvest Festival

Sat, 24 Oct at 10:00 am 2502 N. Frederick Pike , Winchester, VA, United States, Virginia 22603

80s Prom Rescue Fundraiser

 Sat, 30 May at 07:00 pm Backseat Events

Dawg Days of Summer: Hot Dog Crawl

 Sat, 22 Aug at 12:00 pm Old Town Winchester USD 34

Friday Night West Oaks Farm Concert! Chris Darlington Band

 Fri, 21 Aug at 05:00 pm 4305 Middle Road, Winchester, VA, United States, Virginia 22602

America 250th Celebration Elks 867

 Fri, 03 Jul at 07:00 pm Fraternal Order of Elks Lodge 867

Patriotic Festival

 Sat, 11 Jul at 09:00 am 3035 Cedar Creek Grade, Winchester, VA, United States, Virginia 22602

Corks & Cakes

 Sat, 20 Jun at 01:00 pm 4063 Middle Rd, Winchester, VA, United States, Virginia 22602

Friday Night West Oaks Farm Concert! CAZHMIERE

 Fri, 18 Sep at 05:00 pm 4305 Middle Road, Winchester, VA, United States, Virginia 22602

Winchester, VA @ Bright Box Theater

 Fri, 31 Jul at 09:00 pm Bright Box Theater

Fall Harvest Festival

Sat, 17 Oct at 11:00 am 4305 Middle Road, Winchester, VA, United States, Virginia 22602

Emo Night Karaoke 7/25 @ Bright Box Theater

 Sat, 25 Jul at 07:00 pm Bright Box Theater USD 20

Silvertung: The Red Tour! Feat. 12 Sins & Cursor

 Fri, 31 Jul at 07:00 pm Backseat Events USA USD 18

Murphy's Bluegrass Bandits

 Fri, 29 May at 05:30 pm 4305 Middle Road, Winchester, VA, United States, Virginia 22602

Live Music with Rachel Brinkmeier

 Sat, 23 May at 03:00 pm 4063 Middle Rd, Winchester, VA, United States, Virginia 22602

Charlie Collins & Matthew Goodnough w/ Your Friend Death

 Sat, 23 May at 08:00 pm Bright Box Theater

Bluegrass on the Farm

 Thu, 11 Jun at 06:00 pm 2502 N. Frederick Pike , Winchester, VA, United States, Virginia 22603

Live Music- Ryan Jewell

 Sun, 31 May at 01:00 pm 4305 Middle Road, Winchester, VA, United States, Virginia 22602

The Eagles Club 824 presents Odie and The Country Band (members and invited guests only)

 Fri, 03 Jul at 07:00 pm Winchester Virginia Eagles Club 824

Open Music Jam on the Farm, Phelpsmore Lane

 Fri, 07 Aug at 06:00 pm 303 Phelpsmore Ln, Winchester, VA 22602-2074, United States

Weekly SINGO Music Bingo Nights at Bright Box - Winchester

 Fri, 22 Aug at 06:30 pm Bright Box Theater Free