Entertainment events in Windsor in December

• Fri, 05 Dec, 2025 - 07:00 PM

  ANNIE OF GREEN GABLES, GET YOUR GUN by Korda

  2520 Seminole St, Windsor, ON, Canada, Ontario N8Y 1X4

  17+ Interested
• Fri, 12 Dec, 2025 - 08:00 PM

  Kenny Vs Spenny Live In Windsor

  RockStar Music Hall

  CAD 48
• Sat, 06 Dec, 2025 - 09:00 PM

  Stoned and Rolling

  The Cherry Rock Lounge

  CAD 9
• Tue, 09 Dec, 2025 - 08:00 PM

  BREWING FOR COMEDY - YEARLY CAN DRIVE

  WindsorEats Food Hall

  Free
• Sun, 14 Dec, 2025 - 07:00 PM

  Christmas Lessons and Carols at Emmanuel United Church

  1728 Lincoln Road, Windsor, ON, Canada

  74+ Interested
• Sun, 28 Dec, 2025 - 06:00 PM

  Jazz Night at the Brewery

  Walkerville Brewery

  83+ Interested
• Wed, 31 Dec, 2025 - 08:00 PM

  Round 8: Funniest comedian in Windsor Competition - a part of The Brewing For Comedy Festival III

  89 university ave west, Windsor, ON, Canada, Ontario
• Sat, 06 Dec, 2025 - 08:30 PM

  Charlys Reunion at Good Time Charly’s!!!

  Fontainbleu

  106+ Interested
• Sat, 06 Dec, 2025 - 06:00 PM

  Corporate Holiday Party

  201 Riverside Dr W, Windsor, ON, Canada

  16+ Interested
• Sat, 13 Dec, 2025 - 09:00 PM

  PRO WRESTLING THE BAND + TROPHY KNIFE @ The Dominion House - Nov 13

  Dominion House

  CAD 12
• Thu, 18 Dec, 2025 - 08:00 PM

  Taylor Swift Vs Tate McRae Dance Party

  Disco Inferno 29 Park St W, Windsor, ON, Canada, Ontario N9A 4J2

  5+ Interested
• Fri, 05 Dec, 2025 - 07:00 PM

  Shawn Desman

  The Colosseum At Caesars Windsor
• Fri, 05 Dec, 2025 - 08:00 PM

  Zabrina Douglas LIVE Comedy At Tipsy Toucan (December 5-6th)

  The Tipsy Toucan

  CAD 21
• Sat, 27 Dec, 2025 - 09:00 PM

  Definite Leppard - Live at The Cherry

  The Cherry Rock Lounge

  CAD 14
• Wed, 31 Dec, 2025 - 10:00 PM

  New Years Eve Extravaganza At Disco Inferno

  Disco Inferno 29 Park St W, Windsor, ON, Canada, Ontario N9A 4J2

  4+ Interested