Entertainment events in Oshawa

Check out happening entertainment events all around Oshawa, ON

Blue Rodeo, Adam Baldwin in Oshawa

 Sat, 27 Dec at 08:00 pm Tribute Communities Centre

Bright & Merry Market

 Fri, 14 Nov at 05:00 pm Memorial Park

A NIGHTMARE ON BOND|ST - THE HALLOWEEN PARTY

 Fri, 31 Oct at 10:00 pm BOND|ST Event Centre Basement - TwoTwoTwo CAD 8 to 15

RESOUND Choir presents Dona Nobis Pacem

 Sat, 08 Nov at 07:00 pm Kingsview United Church

BARRA MACNEILS | OSHAWA

 Sun, 14 Dec at 07:30 pm Regent Theatre

Weihnachtsmarkt Christmas Market

 Sun, 16 Nov at 10:00 am 389 Dean Ave, Oshawa, ON, Canada

Columbus United Church Outdoor Christmas Market

 Sat, 08 Nov at 10:00 am Columbus United Church, Simcoe Street North, Oshawa, ON, Canada

Rumours - The Ultimate Fleetwood Mac Tribute Show

 Thu, 20 Nov at 08:00 pm 50 King St E, Oshawa, ON, Canada, Ontario L1H 1B3

SOLD OUT - Let it Snow - Winter Cookie Decorating Workshop

 Sat, 08 Nov at 10:00 am 270 Simcoe Street N, Oshawa, ON, Canada, Ontario L1G 4T5

Deathpop Dance Party - Toronto

 Sat, 01 Nov at 10:00 pm Lee's Palace

Dreamer - the Supertramp Experience

 Fri, 14 Nov at 08:00 pm Regent Theatre

Dreamer - the Supertramp Experience

 Fri, 14 Nov at 08:00 pm Regent Theatre

Like A Rock - The Ultimate Bob Seger Experience

 Sat, 15 Nov at 08:00 pm 50 King St E, Oshawa, ON, Canada, Ontario L1H 1B3

Strange Magic - The ELO Experience

 Fri, 07 Nov at 08:00 pm Regent Theatre

Totally 80's Night - Featuring Back to the 80's

 Sun, 18 Jan at 03:00 pm 50 King St E, Oshawa, ON, Canada, Ontario L1H 1B3

Oshawa Singles Mixer and Dance Party - Free admission!

 Sat, 22 Nov at 08:00 pm The Torchbearer Taproom Free

Nick Maclean's SNAGGLE feat the ALI BROS with Doc Rock & the Assassins

 Fri, 28 Nov at 09:00 pm Atria Bar & Grill CAD 23

John Muirhead

 Fri, 28 Nov at 07:00 pm BONDST EVENTS

TINA - Better Be Good to Me

 Thu, 13 Nov at 08:00 pm 50 King St E, Oshawa, ON, Canada, Ontario L1H 1B3

Ori Dagan Trio

 Thu, 06 Nov at 07:30 pm Black Box 70 at the Market at 70 King CAD 28

The Beatle Band

 Sat, 29 Nov at 08:00 pm 50 King St E, Oshawa, ON, Canada, Ontario L1H 1B3

PUP, Snotty Nose Rez Kids in Oshawa

 Fri, 12 Dec at 08:00 pm BOND|ST Event Centre

Spooky Poetry Night & Open Mic

 Sat, 01 Nov at 08:00 pm Olive Avenue CAD 8

The Debaters - 20th Anniversary Holiday Special - Oshawa

 Sun, 16 Nov at 06:30 pm Regent Theatre

Elvis - A Christmas Special with Pete Paquette

 Sat, 20 Dec at 07:00 pm 50 King St E, Oshawa, ON, Canada, Ontario L1H 1B3

Josh Cohen Trio

 Sat, 15 Nov at 07:30 pm Black Box 70 at the Market at 70 King CAD 28

Ontario Philharmonic - The Elmer Iseler Singers & OP Brass Quintet

 Fri, 19 Dec at 07:30 pm 50 King St E, Oshawa, ON, Canada, Ontario L1H 1B3

Halloween Dance Party @ The Torchbearer

 Fri, 31 Oct at 09:00 pm The Torchbearer Taproom CAD 0 to 12

Jersey Nights - A Valentines tribute to Frankie Valli

 Sat, 14 Feb at 08:00 pm Regent Theatre

PIXAR Trivia Night - Canadian Brewhouse (Oshawa)

 Wed, 05 Nov at 07:30 pm The Canadian Brewhouse Free

CLASSIC MOVIE NIGHT - MY COUSIN VINNY (1992)

 Thu, 06 Nov at 07:00 pm 50 King St E, Oshawa, ON, Canada, Ontario L1H 1B3

OSHAWA CD/RECORD SHOW

 Sun, 30 Nov at 10:00 am Royal Canadian Legion Branch 43

Pup at BOND|ST Event Centre

 Fri, 12 Dec at 07:00 pm BOND|ST Event Centre

Feral Minks, Highteens, Nick Earle

 Fri, 05 Dec at 07:00 pm BONDST EVENTS

Deck the Halls - Christmas at Parkwood

 Mon, 24 Nov at 07:00 pm 270 Simcoe Street N, Oshawa, ON, Canada, Ontario L1G 4T5

Illscarlett

 Thu, 06 Nov at 07:00 pm The Biltmore Theatre

CMHA Durham - A Night For The Stars Fundraising Gala

 Fri, 07 Nov at 05:00 pm Harmony Event Centre CAD 200

A Swingin' Saturday Afternoon

 Sat, 01 Nov at 02:00 pm 505 Adelaide Ave, Oshawa, ON, Canada, Ontario L1G2A4

THE BEATLES TOURING YEARS - FEATURING THE BEATLE BAND

 Sat, 29 Nov at 08:00 pm Regent Theatre

Next Generation Leahys Christmas Show

 Mon, 15 Dec at 08:00 pm Regent Theatre

Haunted Night

 Sat, 01 Nov at 10:00 pm BOND|ST Event Centre CAD 12 to 33

Two Asians One Cup

 Sat, 08 Nov at 08:00 pm 70 King St E CAD 25

A Celtic Christmas

 Tue, 16 Dec at 08:00 pm 50 King St E, Oshawa, ON L1H 1B3, Canada

Ontario Philharmonic - Nutcracker - A Holiday Season Tradition

 Sat, 13 Dec at 07:30 pm 50 King St E, Oshawa, ON, Canada, Ontario L1H 1B3

2025 Rotary Oshawa Walk of Fame

Thu, 06 Nov at 05:00 pm Jubilee Pavilion

MOM & BABY SCULPT: 6 week series w/ Nicole

 Thu, 06 Nov at 10:00 am 866 Taunton Rd West, Unit 1, Oshawa, ON, Canada, Ontario L1L 0P1

Brass Transit - The Musical Legacy of Chicago

 Sat, 17 Jan at 08:00 pm 50 King St E, Oshawa, ON, Canada, Ontario L1H 1B3

Lady Gaga - Drag and Trivia at Club 717

 Sat, 22 Nov at 09:00 pm Club 717 CAD 23 to 33

Strange Magic - The ELO Experience

 Thu, 06 Nov at 07:00 pm Regent Theatre - Oshawa

The Yacht Rock Show @ Regent Theatre, Oshawa

 Thu, 27 Nov at 08:00 pm Regent Theatre

Sault Ste Marie - Soo Greyhounds at Oshawa Generals at Tribute Communities Centre

 Sat, 01 Nov at 07:05 pm Tribute Communities Centre

The Yacht Rock Show - A tribute to 70s & 80s Smooth Rock

 Thu, 27 Nov at 08:00 pm 50 King St E, Oshawa, ON, Canada, Ontario L1H 1B3

Classic Movie Night - Home Alone(1990)

 Thu, 04 Dec at 07:00 pm 50 King St E, Oshawa, ON, Canada, Ontario L1H 1B3

TINA: Better Be Good To Me!

 Wed, 12 Nov at 07:00 pm Regent Theatre - Oshawa

The Bomb – A Retro ‘80s Live Experience

Fri, 10 Apr at 08:00 pm Regent Theatre oshawa

Christmas Concert

 Sun, 07 Dec at 02:00 pm 389 Dean Ave , Oshawa, ON, Canada, Ontario L1H 3E1

DIGGIN’ IT DISCO-STYLE Co-ed 6’s for Diabetes Canada @ Kingsway

 Sun, 02 Nov at 09:00 am Kingsway College

Craig Cardiff (Oshawa, ON) Saturday, February 28th, 2026 - Biltmore Theatre

 Sat, 28 Feb at 07:00 pm The Biltmore Theatre CAD 26

The Rock Orchestra By Candlelight

 Wed, 18 Mar at 07:00 pm Tribute Communities Centre

Sarnia Sting at Oshawa Generals at Tribute Communities Centre

 Fri, 06 Feb at 07:05 pm Tribute Communities Centre

Live - Band

 Sun, 08 Mar at 07:00 pm Tribute Communities Centre

Oshawa M**der Mystery: Death in the Shadows

 Sat, 03 May at 11:00 am 50 Centre St S CAD 14 to 28

Brampton Steelheads at Oshawa Generals at Tribute Communities Centre

 Sun, 18 Jan at 06:05 pm Tribute Communities Centre

Parking Ottawa 67s at Oshawa Generals

 Sun, 02 Nov at 11:05 pm Tribute Communities Centre

The Rock Orchestra By Candlelight at Tribute Communities Centre

 Thu, 19 Mar Tribute Communities Centre

Parking Blue Rodeo

 Sat, 10 Jan at 01:00 am Tribute Communities Centre

No Looking Back @ Whisky John's Oshawa

 Sat, 13 Dec at 09:00 pm Whisky John's Oshawa

Pup

 Thu, 11 Dec at 07:00 pm Bond St. Event Centre

Sudbury Wolves at Oshawa Generals at Tribute Communities Centre

 Sun, 08 Feb at 02:05 pm Tribute Communities Centre

Homeschool Christmas Market

 Wed, 05 Nov at 01:00 pm King Street Community Church

Blue Rodeo

 Sun, 28 Dec at 01:00 am Tribute Communities Centre

Blue Rodeo at Tribute Communities Centre

 Sat, 27 Dec at 08:00 pm Tribute Communities Centre

Outrageous Oshawa Amazing Race & Tour

 Tue, 01 Apr at 11:00 am BOND|ST Cafe USD 25

Trivia - Not Your Average Trivia Night @ The Torchbearer

 Wed, 15 Jan at 07:00 pm The Torchbearer Taproom