Entertainment events in Winchester

• Thu, 30 Apr, 2026 - 07:00 PM

  Carter Myers Automotive Jimmy Buffett Tribute Show

  James R. Wilkins, Jr. Athletic & Events Center

  78+ Interested
• Thu, 09 Apr, 2026 - 08:00 PM

  Jackyl in Winchester

  Backseat Events
• 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

  28+ Interested
• Fri, 20 Feb, 2026 - 08:00 PM

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

  Bright Box Theater

  6+ Interested
• Wed, 29 Apr, 2026 - 06:00 PM

  Navy Federal Credit Union Veterans Dinner Show

  James R. Wilkins, Jr. Athletic & Events Center

  26+ Interested
• Sat, 14 Mar, 2026 - 05:00 PM

  Cash Party

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

  352+ Interested
• Fri, 15 May, 2026 - 08:00 PM

  Micro Wrestling: Winchester, VA!

  Backseat Events
• Fri, 01 May, 2026 - 07:00 PM

  The All Access Dance Party | Apple Blossom Festival Weekend

  Backseat Events USA

  USD 18
• Sun, 22 Feb, 2026 - 03:30 PM

  James & Joel: Great American Songwriters

  Bright Box Theater
• Sat, 21 Mar, 2026 - 07:00 PM

  Comedy Night at James Charles Winery

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

  11+ Interested
• Thu, 26 Mar, 2026 - 08:00 PM

  5AM Trio: Esoterra Tour

  Bright Box Theater

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

  90's Nickelodeon Trivia @ DCBC!

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

  8+ Interested
• Fri, 08 May, 2026 - 08:00 PM

  30 Years of The Reagan Years!

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

  39+ Interested
• Fri, 01 May, 2026 - 08:30 PM

  Queen's Ball and Dance Party

  1300 Senseny Rd, Winchester, VA 22602-6418, United States

  8+ Interested