Entertainment events in Winchester in December

• Sat, 20 Dec, 2025 - 05:30 PM

  A DIVA's Christmas Special

  Bright Box (Winchester, VA)

  80+ Interested
• Fri, 12 Dec, 2025 - 06:00 PM

  Light the World

  399 Apple Pie Ridge Rd, Winchester, VA, United States, Virginia 22603

  141+ Interested
• Sat, 13 Dec, 2025 - 07:30 PM

  Flute Ensemble

  Goodson Chapel Recital Hall

  4+ Interested
• Sat, 27 Dec, 2025 - 07:00 PM

  Winchester Elks Lodge - Tuff Luck Band

  Fraternal Order of Elks Lodge 867

  11+ Interested
• Fri, 19 Dec, 2025 - 07:30 PM

  FLW LIVE at Piccadillys!

  Piccadilly's Public House and Restaurant

  4+ Interested
• Tue, 16 Dec, 2025 - 06:30 PM

  Legacy Christian Academy Christmas Concert

  Daniel Morgan Middle School

  Free
• Sat, 13 Dec, 2025 - 02:30 PM

  NW Works Chimers

  Armstrong Concert Hall
• Sat, 13 Dec, 2025 - 02:30 PM

  NW Works Chimers Concert

  Armstrong Concert Hall

  13+ Interested
• Wed, 17 Dec, 2025 - 07:30 PM

  Harry Potter Trivia @ DCBC!

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

  18+ Interested
• Sun, 14 Dec, 2025 - 01:00 PM

  Holiday Concert: Yesterday Swing Orchestra

  901 Amherst St, Winchester, VA, United States, Virginia 22601
• Sun, 14 Dec, 2025 - 02:30 PM

  Van Buren Winds

  Armstrong Concert Hall
• Sun, 14 Dec, 2025 - 03:00 PM

  BRS Concert - The Very Best Time of Year...

  First Baptist Church Winchester, VA

  9+ Interested
• Mon, 08 Dec, 2025 - 06:00 PM

  Holiday PJ Parties at WBW!

  320 N Cameron St, Winchester, VA

  9+ Interested
• Mon, 15 Dec, 2025 - 06:00 PM

  Cash Party Planning Meeting

  Poblanos Mexican Grill

  8+ Interested
• Fri, 26 Dec, 2025 - 04:00 PM

  Briedé Family Vineyards - Mack Berry

  Briedé Family Vineyards

  4+ Interested