Live Music in Winchester

Check out happening live music events all around Winchester, VA

Farm Concert - CAZHMIERE at West Oaks!

 Fri, 15 Aug at 07:00 pm 4305 Middle Road, Winchester, VA, United States, Virginia 22602

Samhain Market & Zombie Walk

 Sun, 12 Oct at 11:00 am 105 Millwood Ave, Winchester, VA, United States, Virginia 22601

PICKLE-CHESTER! The West Oaks 2nd Annual Pickle Festival!

 Sun, 07 Sep at 11:00 am 4305 Middle Road, Winchester, VA, United States, Virginia 22602

West Oaks Apple Harvest Festival!

 Sun, 05 Oct at 11:00 am 4305 Middle Road, Winchester, VA, United States, Virginia 22602

Gardens at Night: Oh Blackwater & Space Cowboy

 Fri, 12 Sep at 07:00 pm 901 Amherst St, Winchester, VA, United States, Virginia 22601

Farm & Maker’s Saturday Market

Sat, 30 Aug at 10:00 am 2502 N. Frederick Pike, Winchester, VA

Harvest Hoedown

 Sat, 27 Sep at 05:00 pm Landfall Lodge

Fiddles & Fifths 2025

 Sat, 13 Sep at 01:00 pm Shenandoah Valley Civil War Museum

Caleb Michael Gordon

 Sat, 16 Aug at 07:30 pm 28 W Hart Street, Winchester, VA, United States, Virginia 22601

90s Throwback Party ft. DJ OPHIE

 Sat, 06 Sep at 09:00 pm Bright Box Theater

Kelly Bell Band LIVE at Bright Box

 Fri, 22 Aug at 08:00 pm Bright Box Theater

Bottle Shock Live!

 Fri, 22 Aug at 06:00 pm 4305 Middle Road, Winchester, VA, United States, Virginia 22602

Aaron Tippin - Stand for America at Backseat Events!

 Sat, 08 Nov at 08:00 pm 114 Full House Drive , Winchester, VA, United States, Virginia 22603

Jill Fulton Band @ Piccadilly's Public House

 Sat, 13 Sep at 07:00 pm Piccadilly's Public House and Restaurant

Ver Azul

Sat, 27 Sep at 07:30 pm 28 W Hart Street, Winchester, VA, United States, Virginia 22601

Sunflower Festival

Sat, 06 Sep at 10:00 am 2502 N. Frederick Pike, Winchester, VA

" Let It Begin Tour"

 Thu, 09 Oct at 06:30 pm Backseat Events

Caleb Michael Gordon Group

 Sat, 18 Oct at 07:30 pm 28 W Hart St, Winchester, VA 22601-4513, United States

First Friday

 Fri, 03 Oct at 05:00 pm Old Town Winchester Walking Mall

2025 Addicted To Hope Rally

 Sat, 06 Sep at 04:00 pm Valley Heath Cancer Center

Emo Night Karaoke 10/3 @ Bright Box Theater

 Fri, 03 Oct at 08:00 pm Bright Box Theater USD 21

Melanie Pearl Live at Valerie Hill

 Fri, 22 Aug at 06:00 pm Valerie Hill Vineyard & Winery

"It Don't Mean a Thing" Swing Dance with the Silver Tones Swing Band

 Sat, 01 Nov at 06:30 pm Brandt Student Center

3rd Annual Alumni Picnic!

 Sat, 13 Sep at 12:00 pm Kiwanis Club II Pavilion | 812 Oak Drive , Winchester, VA 22601

Low Water Bridge Band & Jake Kohn – Co‑Headline Hometown Show

 Sat, 04 Oct at 08:00 pm 186 North Loudoun Street, Winchester, VA

Silverada w/ Hannah Dasher and special guest Jesse Milness

 Sat, 16 Aug at 07:00 pm Bright Box Theater USD 23 to 29

Winchester Elks Lodge

 Fri, 19 Sep at 07:00 pm 466 Front Royal Pike, Winchester, VA 22602-7315, United States

Winchester Moose Lodge

 Fri, 15 Aug at 07:00 pm 215 E Cork St, Winchester, VA 22601-5018, United States

J&J Entertainment presents: Northeast Groovers live @ Backseat Events

 Fri, 22 Aug at 08:00 pm Backseat Events

Dancing Thru the Decades

 Sat, 23 Aug at 06:00 pm Backseat Events

Gray Matter @Winchester Moose

 Sat, 25 Oct at 07:00 pm Winchester Moose Family Center 1283

Micky & The Motorcars

 Sat, 04 Oct at 07:00 pm Bright Box Theater

Sons of Habit | Fox n’ Vead | Charlie Collins LIVE at The Monument

 Fri, 15 Aug at 07:00 pm The Monument VA

First Friday

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

Penntera, Monolith & Priest Unleashed - High Voltage ROCK Night

 Sat, 04 Oct at 08:00 pm Backseat Events

Open House in Winchester, Saturday August 16th 2025

 Sat, 16 Aug at 10:00 am Italia Performing Arts

Latin Festival Fundraiser

 Sat, 20 Sep at 04:30 pm Braddock Street United Methodist Church

Celebracion of Winchester

Sat, 20 Sep at 12:00 pm Taylor Pavilion Winchester

An Evening with the Kelly Bell Band

 Fri, 22 Aug at 08:00 pm Bright Box Theater

Winchester Moose Lodge

 Sat, 08 Nov at 07:00 pm 215 E Cork St, Winchester, VA 22601-5018, United States

Rally on Valley

 Sat, 23 Aug at 10:00 am 2818 Valley Avenue, Winchester, VA

Live Music with Lex Sacco

 Fri, 15 Aug at 04:00 pm 4063 Middle Rd, Winchester, VA, United States, Virginia 22602

15th Annual Patsy Cline Block Party

 Sat, 30 Aug at 10:00 am 608 South Kent Street, Winchester, VA, United States, Virginia 22601

Sin City at Backseat Bar & Grill

 Sat, 15 Nov at 08:30 pm Backseat Bar and Grill

Live Music with Twisted Roots

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

Community Yard Sale

 Sat, 30 Aug at 10:00 am 401 Campus Blvd, Winchester, VA, United States, Virginia 22601

Real Riddim Hours Feat. ZUBAH + KHOLD

 Fri, 12 Sep at 09:00 pm The Monument VA

West Oaks Fall Harvest Festival!

 Sun, 19 Oct at 11:00 am 4305 Middle Road, Winchester, VA, United States, Virginia 22602

First Responder Thank You Event

 Sun, 17 Aug at 02:00 pm 135 N Braddock St, Winchester, VA

Jake Kohn & Low Water Bridge Band

 Fri, 03 Oct The Monument - VA

Lyndsie Nicholson Live!

 Sat, 30 Aug at 01:00 pm 4305 Middle Road, Winchester, VA, United States, Virginia 22602

Sever Red, Rise Among Rivals, VEER @Backseat Events

 Fri, 26 Sep at 07:00 pm Backseat Events

Mabon Harvest Market

 Sun, 21 Sep at 11:00 am 105 Millwood Ave, Winchester, VA

Chris Brunn Live!

 Sun, 24 Aug at 12:30 pm 4305 Middle Road, Winchester, VA, United States, Virginia 22602

Logan Moore Friday Night!

 Fri, 29 Aug at 01:00 pm 4305 Middle Road, Winchester, VA, United States, Virginia 22602

Aaron Tippin at Backseat Events

 Sat, 08 Nov at 08:00 pm Backseat Events

Trivia @ DCBC: Broadway Musicals!

 Wed, 17 Sep at 07:30 pm 160 N Loudoun St, Winchester, VA, United States, Virginia 22601

Winchester Moose NYE Celebration - Tuff Luck Band

Wed, 31 Dec at 06:00 pm Winchester Moose Family Center 1283

MSV at Night: The Lua Project

 Fri, 26 Sep at 05:00 pm 901 Amherst St, Winchester, VA, United States, Virginia 22601

PICKLECHESTER! Dill Pickers at West Oaks Farm Market Sunday, September 7, 2025

 Sun, 07 Sep at 02:00 pm West Oaks Farm Market

Texas Hippie Coalition

 Thu, 16 Oct at 07:00 pm Backseat Events

Dill Pickers at West Oaks Farm Market October 11, 2025

 Sat, 11 Oct at 12:30 pm West Oaks Farm Market

Trainwreck LIVE at WOFM Fall Festival

 Sun, 19 Oct at 01:00 pm West Oaks Farm Market

MSV at Night: Zac Townsend and the Mudcats

 Fri, 22 Aug at 05:00 pm 901 Amherst St, Winchester, VA, United States, Virginia 22601

Lonestar at Backseat Events

 Fri, 19 Sep at 08:00 pm Backseat Events