Entertainment events in Windsor

• Fri, 03 Jul, 2026 - 07:00 PM

  Weird Al Yankovic

  The Colosseum At Caesars Windsor
• Thu, 25 Jun, 2026 - 08:00 PM

  Daniel Tosh at The Colosseum at Caesars Windsor

  The Colosseum at Caesars Windsor
• Sun, 12 Apr, 2026 - 12:00 AM

  Paul Anka

  The Colosseum at Caesars Windsor
• Wed, 24 Jun, 2026 - 07:00 PM

  Daniel Tosh

  The Colosseum At Caesars Windsor
• Fri, 16 Jan, 2026 - 08:00 PM

  Andrew Santino at The Colosseum at Caesars Windsor

  The Colosseum at Caesars Windsor
• Wed, 28 Jan, 2026 - 12:00 AM

  Parking The Harlem Globetrotters

  WFCU Centre
• Sat, 24 Jan, 2026 - 12:05 AM

  Parking Flint Firebirds at Windsor Spitfires

  WFCU Centre
• Wed, 18 Feb, 2026 - 07:00 PM

  Hannah Berner

  The Colosseum At Caesars Windsor
• Sun, 01 Feb, 2026 - 07:00 PM

  Sarnia Sting at Windsor Spitfires at WFCU Centre

  WFCU Centre
• Sat, 17 Jan, 2026 - 08:00 PM

  Live Stand-Up Comedy in Windsor – Montreal Comics Take Over The Manchester

  The Manchester Bar

  CAD 23
• Sun, 25 Jan, 2026 - 06:00 PM

  Jazz Night at the Brewery

  Walkerville Brewery

  30+ Interested
• Sat, 17 Jan, 2026 - 08:00 PM

  The Brutal Comedy Tour - Windsor ON

  The Tipsy Toucan - Public House

  CAD 23
• Wed, 18 Feb, 2026 - 06:30 PM

  Date on Purpose: The Intentional Dating Experience (Ages 50–65+)

  Wineology

  CAD 68
• Sat, 24 Jan, 2026 - 07:30 PM

  Aurora's Marvel-lous Drag Extravaganza

  Chapter Two Brewing Company

  CAD 12
• Sat, 14 Feb, 2026 - 06:00 PM

  Dinner and a Movie- PRETTY WOMAN

  201 Riverside Dr W, Windsor, ON, Canada

  67+ Interested