Happening Next

Winchester Live Music Events

Live Music Happening Next in Winchester, VA

Rodney Atkins in Winchester

 Backseat Events 24 Oct 2026
ENTERTAINMENT

Peach Festival

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

NAACP Winchester Area Juneteenth 2026

 Museum of the Shenandoah Valley 14 Jun 2026
JUNETEENTH

Sunflower Festival

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

First Friday

 Old Town Winchester Walking Mall 7 Aug 2026
OPEN-MIC

Apple Harvest Festival

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

The All-American Pig & Pour

 302 S Loudoun Street, Winchester, VA 18 Jul 2026
MUSIC

Honeycrisp Festival

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

Apple Harvest Festival

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

Peaches & Beaches Festival

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

16th Annual Patsy Cline Block Party

 608 South Kent Street, Winchester, VA, United States, Virginia 22601 5 Sep 2026
ENTERTAINMENT

Homestead Harvest Festival

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

Patriotic Festival

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

VA250 Fireworks Celebration

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

Dawg Days of Summer: Hot Dog Crawl

 Old Town Winchester 22 Aug 2026
DOG USD 34

Friday Night West Oaks Farm Concert! Chris Darlington Band

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

America 250th Celebration Elks 867

 Fraternal Order of Elks Lodge 867 3 Jul 2026
MUSIC

Corks & Cakes

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

Down on the Farm Dinner to Support Mutima Ministries

 303 Phelpsmore Ln, Winchester, VA 22602-2074, United States 22 Aug 2026
MUSIC

Emo Night Karaoke 7/25 @ Bright Box Theater

 Bright Box Theater 25 Jul 2026
KARAOKE USD 15

Live Music with John D. Neal

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

Winchester, VA @ Bright Box Theater

 Bright Box Theater 31 Jul 2026
PARTIES

MSV at Night: Sweet Mountain Laurel

 901 Amherst St, Winchester, VA, United States, Virginia 22601 24 Jul 2026
MUSIC

Prohibition Party w/ Blair Crimmins + the Hookers

Bright Box Theater 31 Jul 2026
ENTERTAINMENT

Friday Night West Oaks Farm Concert! CAZHMIERE

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

Fizzle's BBQ Food Truck

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

Fall Harvest Festival

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

Andrew Renner Live at the Half Note Lounge

 103 E Piccadilly St, Winchester, VA, United States, Virginia 22601 26 Jun 2026
MUSIC

Yappy Hour: Tail-Gate

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

Robbie Limon Live at the Half Note Lounge

 103 E Piccadilly St, Winchester, VA, United States, Virginia 22601 19 Jun 2026
MUSIC

Smugglers Moon Live!

 4305 Middle Road, Winchester, VA, United States, Virginia 22602 12 Jun 2026
MUSIC

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

 Piccadilly's Public House and Restaurant 17 Oct 2026
PERFORMANCES

Paul Moschetto Live at the Half Note Lounge

 103 E Piccadilly St, Winchester, VA, United States, Virginia 22601 20 Jun 2026
MUSIC

Lyndsie Nicholson Live

 4305 Middle Road, Winchester, VA, United States, Virginia 22602 28 Jun 2026
MUSIC

Ryan Thomas Live

 4305 Middle Road, Winchester, VA, United States, Virginia 22602 26 Jun 2026
MUSIC

Lee Ross w/ The Cintron Project

 Bright Box Theater 13 Jun 2026
ENTERTAINMENT

PICKLECHESTER! Dill Pickers at West Oaks Farm Market Saturday, August 29, 2026

 West Oaks Farm Market 29 Aug 2026
MUSIC

Six Strings & Bourbon Live

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

Live Music with Chris Harasyn

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

Winchester Worth Fighting For : Fun-raiser! Live Music, Great Food!

 El Oasis Grill and Bar 18 Jun 2026
MUSIC

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

 Backseat Events USA 31 Jul 2026
FITNESS USD 18

Bryan Baxter Live

 4305 Middle Road, Winchester, VA, United States, Virginia 22602 13 Jun 2026
MUSIC

Trainwreck LIVE at WOFM Fall Festival

 West Oaks Farm Market 17 Oct 2026
MUSIC

JILL FULTON BAND @ PICCADILLY'S

 Piccadilly's Public House and Restaurant 11 Jul 2026
MUSIC

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

 Winchester Virginia Eagles Club 824 3 Jul 2026
MUSIC

Open Music Jam on the Farm, Phelpsmore Lane

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

Weekly SINGO Music Bingo Nights at Bright Box - Winchester

 Bright Box Theater 22 Aug 2025
BINGO FREE