Entertainment events in Winchester

• Thu, 29 Jan, 2026 - 08:00 PM

  Joe Nichols, Mack Berry Band in Winchester

  Backseat Events
• Thu, 30 Apr, 2026 - 07:00 PM

  Carter Myers Automotive Jimmy Buffett Tribute Show

  James R. Wilkins, Jr. Athletic & Events Center

  72+ Interested
• Sat, 28 Feb, 2026 - 08:00 PM

  Shades of HUNKS at Winchester Brew Works (Winchester, VA) 02/28/26

  Winchester Brew Works

  USD 18
• Fri, 13 Feb, 2026 - 08:00 PM

  Couples Therapy: A Comedy Show hosted by Rahmein Mostafavi

  Bright Box Theater

  24+ Interested
• Fri, 06 Feb, 2026 - 08:00 PM

  Get Your Dreams On — Tell Me Lies: The Fleetwood Mac Experience

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

  78+ Interested
• Sat, 07 Feb, 2026 - 06:00 PM

  Someone Special Dance | presented by Finch Oral & Facial Surgery

  West Oaks Farm Market

  42+ Interested
• Wed, 28 Jan, 2026 - 07:00 PM

  Joe Nichols

  Backseat Events
• Fri, 20 Feb, 2026 - 08:00 PM

  For the Love of Linda: Honoring the Music of Linda Ronstadt

  Bright Box Theater
• Sat, 24 Jan, 2026 - 05:00 PM

  Cash Party

  250 Costello Dr, Winchester, VA 22602-4310, United States

  272+ Interested
• Thu, 05 Feb, 2026 - 07:00 PM

  Joey Harkum w/ The Grilled Lincolns

  Bright Box Theater

  39+ Interested
• Sun, 22 Feb, 2026 - 03:30 PM

  James & Joel: Great American Songwriters

  Bright Box Theater
• Fri, 30 Jan, 2026 - 06:00 PM

  Bridgerton

  157 N Loudoun St, Winchester, VA, United States, Virginia 22601

  25+ Interested
• Sat, 07 Feb, 2026 - 08:00 PM

  Vibrissa's Got Talent!

  Vibrissa Beer (Winchester, VA)

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

  Comedy Night at James Charles Winery

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

  11+ Interested
• Wed, 08 Apr, 2026 - 07:30 PM

  90's Nickelodeon Trivia @ DCBC!

  160 N Loudoun St, Winchester, VA, United States, Virginia 22601

  4+ Interested