Winchester Live Music Events

Rodney Atkins in Winchester

Backseat Events 24 Oct 2026

Strawberry Festival

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

Bryan Martin in Winchester

Backseat Events 28 May 2026

Peach Festival

3035 Cedar Creek Grade, Winchester, VA, United States, Virginia 22602 8 Aug 2026

Sunflower Festival

2502 N. Frederick Pike, Winchester, VA 12 Sep 2026

NAACP Winchester Area Juneteenth 2026

Museum of the Shenandoah Valley 14 Jun 2026

Nitty Gritty Dirt Band at The Monument

The Monument 7 Jun 2026

First Friday

Old Town Winchester Walking Mall 7 Aug 2026

Apple Harvest Festival

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

Homestead Harvest Festival

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

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

Bright Box Theater 3 May 2026

Peaches & Beaches Festival

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

Apple Harvest Festival

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

Cole Chaney & Kyova w/ Brennan Edwards

Bright Box Theater 6 May 2026

80s Prom Rescue Fundraiser

Backseat Events 30 May 2026

Mother’s Day Cheesecake Pairing

4063 Middle Rd, Winchester, VA, United States, Virginia 22602 9 May 2026

Honeycrisp Festival

3035 Cedar Creek Grade, Winchester, VA, United States, Virginia 22602 5 Sep 2026

First Friday

Old Town Winchester 5 Jun 2026

Friday Night West Oaks Farm Concert! Robbie Limon Band

4305 Middle Road, Winchester, VA, United States, Virginia 22602 15 May 2026

VA250 Fireworks Celebration

4063 Middle Rd, Winchester, VA, United States, Virginia 22602 11 Jul 2026

Joshua Quimby & Matt Pless

Bright Box Theater 16 May 2026

Patriotic Festival

3035 Cedar Creek Grade, Winchester, VA, United States, Virginia 22602 11 Jul 2026

Friday Night West Oaks Farm Concert! Chris Darlington Band

4305 Middle Road, Winchester, VA, United States, Virginia 22602 21 Aug 2026

America 250th Celebration Elks 867

Fraternal Order of Elks Lodge 867 3 Jul 2026

Corks & Cakes

4063 Middle Rd, Winchester, VA, United States, Virginia 22602 20 Jun 2026

Friday Night West Oaks Farm Concert! CAZHMIERE

4305 Middle Road, Winchester, VA, United States, Virginia 22602 18 Sep 2026

Winchester, VA @ Bright Box Theater

Bright Box Theater 31 Jul 2026

Fall Harvest Festival

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

Emo Night Karaoke 7/25 @ Bright Box Theater

Bright Box Theater 25 Jul 2026

Live Music from Logan Moore

4305 Middle Road, Winchester, VA, United States, Virginia 22602 8 May 2026

JILL FULTON BAND @ PICCADILLY'S

Piccadilly's Public House and Restaurant 9 May 2026

Robbie Limon & Michelle Dupwe Helper Fund Benefit Concert

116 S Loudoun St, Winchester, VA 14 May 2026

Live Music: Six Strings & Bourbon

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

Live Music with Rachel Brinkmeier

4063 Middle Rd, Winchester, VA, United States, Virginia 22602 23 May 2026

Bluegrass on the Farm

2502 N. Frederick Pike , Winchester, VA, United States, Virginia 22603 11 Jun 2026

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

Backseat Events USA 31 Jul 2026

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

Winchester Virginia Eagles Club 824 3 Jul 2026

Open Music Jam on the Farm, Phelpsmore Lane

303 Phelpsmore Ln, Winchester, VA 22602-2074, United States 7 Aug 2026

Weekly SINGO Music Bingo Nights at Bright Box - Winchester

Bright Box Theater 22 Aug 2025