Events in May in Pickering

• Fri, 22 May, 2026 - 08:00 PM

  Chris Tucker at Pickering Casino Resort

  Pickering Casino Resort
• Thu, 28 May, 2026 - 08:00 PM

  Matthew Good & I Mother Earth at Pickering Casino Resort

  Pickering Casino Resort
• Fri, 29 May, 2026 - 12:00 AM

  Matthew Good with I Mother Earth

  Pickering Casino Resort
• Sun, 17 May, 2026 - 11:00 PM

  REGGAE REEWIND – Victoria Day Long Weekend Reggae Party | Pickering

  Galaxy Event Space

  CAD 23
• Fri, 08 May, 2026 - 07:00 PM

  Motown Soul

  Pickering Casino Resort
• Fri, 22 May Onwards

  Grease Live - Tribute to Grease and the Music of the 50s

  Pickering Casino Resort
• Sat, 09 May, 2026 - 07:30 PM

  Motown Soul at Pickering Casino Resort

  Pickering Casino Resort
• Sat, 09 May, 2026 - 10:00 AM

  Petapolooza

  1 The Esplanade, Pickering, ON, Canada, Ontario L1V 6K7

  301+ Interested
• Fri, 08 May, 2026 - 05:30 PM

  Public Art Unveiling - Mr. Dressup’s Magic

  East Woodlands Park, 470 P Kingston Rd, Pickering, ON L1V 1A5

  26+ Interested
• Sat, 16 May, 2026 - 07:30 PM

  The Shoop Shoop Show - The Cher Collection at Pickering Casino Resort

  Pickering Casino Resort
• Sat, 23 May, 2026 - 07:30 PM

  Grease and the Music of the 50's & 60's

  The Arena at Pickering Casino Resort
• Sat, 23 May, 2026 - 11:30 PM

  Parking Grease Live - Tribute to Grease and the Music of the 50s

  Pickering Casino Resort
• Fri, 15 May, 2026 - 07:00 PM

  The Shoop Shoop Show: The Cher Collection

  Pickering Casino Resort
• Fri, 01 May, 2026 - 10:00 PM

  R&B Uncut

  1211 Kingston Road, Pickering, ON, Canada

  4+ Interested
• Sat, 30 May, 2026 - 07:30 PM

  Forever Seger

  Pickering Casino Resort