Live Music in Winchester

• Fri, 05 Jun, 2026 - 05:00 PM

  First Friday

  Old Town Winchester Walking Mall

  47+ Interested
• Sun, 07 Jun, 2026 - 07:30 PM

  Nitty Gritty Dirt Band at The Monument

  The Monument
• Thu, 09 Apr, 2026 - 08:00 PM

  Jackyl in Winchester

  Backseat Events
• Fri, 27 Mar, 2026 - 08:00 PM

  The Travelin McCourys at Backseat Events

  Backseat Events
• Sat, 01 Aug, 2026 - 11:00 AM

  Peaches & Beaches Festival

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

  350+ Interested
• Fri, 17 Apr, 2026 - 07:00 PM

  Tracy Byrd in Winchester
• Sat, 21 Mar, 2026 - 08:00 PM

  For Whom the Bell Tolls: The Four Horsemen

  114 Full House Drive , Winchester, VA, United States, Virginia 22603

  126+ Interested
• Sun, 03 May, 2026 - 07:00 PM

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

  Bright Box Theater

  67+ Interested
• Sat, 18 Apr, 2026 - 08:30 PM

  90s & 00s Night @ Backseat Bar & Grill

  Backseat Bar and Grill

  302+ Interested
• Sat, 21 Mar, 2026 - 07:00 PM

  MONOFLO Presents: Ben Chapman & Meg McRee + The Jared Stout Band & Ali Tod

  Bright Box Theater

  19+ Interested
• Sun, 29 Mar, 2026 - 06:00 PM

  Lovesong - The Cure Tribute w/ First Wave

  Bright Box Theater
• Thu, 09 Apr, 2026 - 08:00 PM

  Jackyl — Chainsaws, Southern Rock and Loud Guitars

  114 Full House Drive , Winchester, VA, United States, Virginia 22603

  154+ Interested
• Sat, 11 Apr, 2026 - 08:00 PM

  Backseat Rocks with That Arena Rock Show

  114 Full House Drive , Winchester, VA, United States, Virginia 22603

  124+ Interested
• Sat, 18 Apr, 2026 - 12:00 PM

  Ambrogi Acres 2nd Annual 420 Event

  Backseat Events

  516+ Interested
• Sat, 25 Apr, 2026 - 12:00 PM

  Empanadas & Wine Pairing

  4063 Middle Rd, Winchester, VA, United States, Virginia 22602

  15+ Interested