Winchester Live Music Events

Rodney Atkins in Winchester

Backseat Events 24 Oct 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

Fiddles & Fifths 2026

Shenandoah Valley Civil War Museum 12 Sep 2026

First Friday

Old Town Winchester Walking Mall 7 Aug 2026

The All-American Pig & Pour

302 S Loudoun Street, Winchester, VA 18 Jul 2026

Apple Harvest Festival

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

Doyle Lawson and the Quicksilver Band

252 Costello Drive Winchester Va. 22602 12 Sep 2026

The YDC's 2026 Festival of Trees

302 S Loudoun Street, Winchester, VA 21 Nov 2026

Apple Harvest Festival

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

Peaches & Beaches Festival

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

Honeycrisp Festival

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

Dawg Days of Summer: Hot Dog Crawl

Old Town Winchester 22 Aug 2026

16th Annual Patsy Cline Block Party

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

Patriotic Festival

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

Emo Night Karaoke 7/25 @ Bright Box Theater

Bright Box Theater 25 Jul 2026

VA250 Fireworks Celebration

4063 Middle Rd, 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

Homestead Harvest Festival

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

Down on the Farm Dinner to Support Mutima Ministries

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

Live Music with John D. Neal

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

Winchester, VA @ Bright Box Theater

Bright Box Theater 31 Jul 2026

MSV at Night: Sweet Mountain Laurel

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

Friday Night West Oaks Farm Concert! CAZHMIERE

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

Prohibition Party w/ Blair Crimmins + the Hookers

Bright Box Theater 31 Jul 2026

Fizzle's BBQ Food Truck

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

Hungry for History

Winchester-Frederick County Convention & Visitors Bureau 28 Aug 2026

Fall Harvest Festival

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

Rally On Valley - 5th Annual

2818 Valley Avenue, Winchester, VA, United States, Virginia 22601 15 Aug 2026

Farm Concert: Chad Laughlin Band

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

Yappy Hour: Tail-Gate

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

Little Ozzy: The Nation's Biggest Ozzy Tribute

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

Passport to Discovery - Shenandoah Valley Discovery Museum's Annual Gala

19 W Cork St, Winchester, VA, United States, Virginia 22601 26 Sep 2026

Murphy's Bluegrass Bandits Live!

4305 Middle Road, Winchester, VA, United States, Virginia 22602 19 Jul 2026

Honky Tonk Social at Hopscotch Coffee & Records

Hopscotch Coffee & Records 12 Jul 2026

Valerie Smith - Maggie's Journal Historical Musical

Patsy Cline Theatre 1 Aug 2026

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

Piccadilly's Public House and Restaurant 17 Oct 2026

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

West Oaks Farm Market 29 Aug 2026

Logan Moore Live!

4305 Middle Road, Winchester, VA, United States, Virginia 22602 10 Jul 2026

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

Backseat Events USA 31 Jul 2026

Luke Johnson Live

4305 Middle Road, Winchester, VA, United States, Virginia 22602 5 Jul 2026

Trainwreck LIVE at WOFM Fall Festival

West Oaks Farm Market 17 Oct 2026

JILL FULTON BAND @ PICCADILLY'S

Piccadilly's Public House and Restaurant 11 Jul 2026

Chris Brunn Live!

4305 Middle Road, Winchester, VA, United States, Virginia 22602 31 Jul 2026

Bearded Harmony Live!

4305 Middle Road, Winchester, VA, United States, Virginia 22602 24 Jul 2026

Jimmy Lee Live!

4305 Middle Road, Winchester, VA, United States, Virginia 22602 25 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