Entertainment events in Pickering

Check out happening entertainment events all around Pickering, ON

City of Pickering Canada Day 2026

 Wed, 01 Jul at 12:00 pm Esplanade Park & Kinsmen Park

Tony Matterhorn & Stone Love Dancehall Extravaganza

 Sun, 31 May at 03:00 pm Aquario Beach Club, 949 Dillingham Rd, Pickering, Ontario, Canada

Vengaboys at Pickering Casino Resort

 Sat, 17 Oct at 08:00 pm Pickering Casino Resort

Matthew Good with I Mother Earth

 Fri, 29 May at 12:00 am Pickering Casino Resort

Matthew Good And His Band & I Mother Earth

 Wed, 27 May at 07:00 pm Pickering Casino Resort

BAEWATCH 2026 | Pre-Caribana Pump | July 18th | Location TBA

 Sat, 18 Jul at 09:00 pm To be announced, pickering,Ontario,Canada

Chris Tucker

 Sat, 23 May at 12:00 am Pickering Casino Resort

Vengaboys & Prozzak

 Fri, 16 Oct at 07:00 pm Pickering Casino Resort

SOCA SOCIAL

 Sat, 27 Jun at 10:00 pm Aquario Beach Club 949 Dillingham Rd Pickering Canada

Official Grand Opening at Dorsay Community & Heritage Centre

 Sat, 13 Jun at 05:30 pm 2365 6th Concession Rd, Pickering, ON L1X 0J3, Canada

Josh Ross: Later Tonight Tour

 Sat, 26 Sep at 08:00 pm The Arena at Pickering Casino Resort

4PLAY: Canada vs. USA | Caribana Friday July 31st | 905 Lounge

 Fri, 31 Jul at 09:00 pm 905 Lounge CAD 28 to 44

Queen - It's a Kinda Magic

 Sat, 10 Oct at 08:00 pm The Arena at Pickering Casino Resort

Thunder From Down Under - Pickering

 Sat, 03 Oct at 11:30 pm Pickering Casino Resort

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

 Sat, 23 May at 07:30 pm The Arena at Pickering Casino Resort

Abbamania

 Fri, 12 Jun at 07:00 pm Pickering Casino Resort

Rhythm of 70s - A concert with Legends

Sat, 20 Jun at 06:00 pm Pickering Casino Resort (888 Durham Live Avenue, Pickering, ON, Canada)

Cooper Alan

 Sat, 11 Jul at 07:00 pm Pickering Casino Resort

Duffins Creek Festival

 Sat, 30 May at 10:00 am 2365 Concession Rd 6 Free

Anuradha Sriram

 Sat, 06 Jun at 10:01 pm Pickering Casino Resort

DENIM & WHITE 2026

 Sat, 23 May at 10:00 pm Galaxy Event Space, 1211 Kingston Rd , Canada

Forever Seger

 Sat, 30 May at 07:30 pm The Arena at Pickering Casino Resort

Cooper Alan

 Sun, 12 Jul at 08:00 pm The Arena at Pickering Casino Resort

Queen - It's a Kinda Magic at Pickering Casino Resort

 Sat, 10 Oct at 08:00 pm Pickering Casino Resort

Queen - It's a Kinda Magic

 Fri, 09 Oct at 07:00 pm Pickering Casino Resort

Battlesnake, Shiv and the Carvers, and Holy Hell at the International Axe Throwing Championships

 Sun, 31 May at 07:30 pm BATL Axe Throwing (Pickering)

Cooper Alan at Pickering Casino Resort

 Sun, 12 Jul Pickering Casino Resort

Las Lap Lyme Festival and Garden Party

 Mon, 03 Aug at 12:00 pm Holiday Gardens CAD 23 to 33

BUILTBYBAILEY AWARDS GALA

 Sat, 06 Jun at 07:30 pm Mansion Kitchen + Bar CAD 0 to 44

Fifa Watch party & Family Day - Day 2

 Sun, 21 Jun at 12:00 pm Ontario 7 & Westney Road North CAD 0 to 322

I Need To Know My Father Part Two - The Conclusion

 Sat, 27 Jun at 07:00 pm Apostolic Pentecostal Church CAD 60

Rhythm of 70's

 Fri, 19 Jun at 07:00 pm Pickering Casino Resort

Rhythm of 70's at Pickering Casino Resort

 Sat, 20 Jun at 06:30 pm Pickering Casino Resort

Next Stop Comedy at KCR Bar & Grill! - Pickering, ON

 Sat, 28 Feb at 07:00 pm KCR Bar & Grill USD 28

Kids Fest - Tik Tok Dance & Funday Day 1

 Sun, 24 May at 01:00 pm Ontario 7 & Westney Road North CAD 0 to 322

COUNTRY WESTERN MUSIC & LINE DANCING RECREATION

 Sat, 04 Jul at 02:00 pm Off Highway 7 & Westney Road CAD 28

FIFA WATCH PARTY & FAMILY FESTIVAL

 Sat, 20 Jun at 01:00 pm Off Highway 7 & Westney Road CAD 0 to 321

Fifa Watch Party & Family Day

 Sat, 20 Jun at 12:00 pm Ontario 7 & Westney Road North CAD 0 to 322

Owen Riegling: In The Feeling Tour

 Tue, 03 Nov at 08:00 pm The Arena at Pickering Casino Resort

Owen Riegling at Pickering Casino Resort

 Tue, 03 Nov at 08:00 pm Pickering Casino Resort

Musical Theatre Summer Camp

 Mon, 06 Jul at 09:00 am 1820 Whites Rd, Pickering, ON, Canada

Kids Fest: The Tik Tok Dance & Funday

 Sat, 23 May at 01:00 pm Pickering Festival Grounds CAD 10 to 25

How to Market Your BRAND NEW Dental Practice (Limited Access)

 Tue, 14 Apr at 01:00 pm Pickering Free

Jack's Tuesday Night Trivia (Pickering) (free)

 Tue, 15 Aug at 07:30 pm Jack Astor's Bar & Grill Pickering Free