Entertainment events in Oshawa

Check out happening entertainment events all around Oshawa, ON

Bright & Merry Market

 Fri, 14 Nov at 05:00 pm Memorial Park

Blue Rodeo, Adam Baldwin in Oshawa

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

Weihnachtsmarkt Christmas Market

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

BARRA MACNEILS | OSHAWA

 Sun, 14 Dec at 07:30 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

Rumours - The Ultimate Fleetwood Mac Tribute Show

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

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

The Beatle Band

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

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

PUP, Snotty Nose Rez Kids in Oshawa

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

An Evening of Lamplight

 Sat, 06 Dec at 06:00 pm Oshawa Museum

Oshawa Singles Mixer and Dance Party - Free admission!

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

Candlelight: Christmas Classics | Oshawa

 Sat, 27 Dec at 06:30 pm Biltmore Theatre

Deck the Halls - Christmas at Parkwood

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

Kingsview's Saturday Afternoon at the Movies

 Sat, 22 Nov at 02:30 pm 505 Adelaide Ave, Oshawa, ON, Canada, Ontario L1G2A4

The Debaters - 20th Anniversary Holiday Special - Oshawa

 Sun, 16 Nov at 06:30 pm Regent Theatre

Jingle, Jazz and Joy

 Fri, 05 Dec at 07:30 pm Kingsview United Church

Concerts by Candlelight - Oshawa

 Sat, 15 Nov at 07:00 pm Oshawa

Advocacy CPD - Students

 Wed, 26 Nov at 06:00 pm Durham College CAD 17

Lady Gaga - Drag and Trivia at Club 717

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

Josh Cohen Trio

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

Punk Rock Flea Market Oshawa Winter Party

 Sun, 30 Nov at 12:00 pm Biltmore Theatre

Strive Realty LTD Launch Party!

 Thu, 18 Dec at 08:00 pm BONDST EVENTS

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

The Yacht Rock Show @ Regent Theatre, Oshawa

 Thu, 27 Nov at 08:00 pm Regent Theatre

OSHAWA CD/RECORD SHOW

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

THE BEATLES TOURING YEARS - FEATURING THE BEATLE BAND

 Sat, 29 Nov at 08:00 pm Regent Theatre

Love On A Winter's Eve

 Sun, 30 Nov at 03:00 pm Kingsview United Church

SALSA AT SUNSET - SALSA CLASSES

 Fri, 21 Nov at 07:00 pm 298 Eulalie Ave

Feral Minks, Highteens, Nick Earle

 Fri, 05 Dec at 07:00 pm BONDST EVENTS

John Muirhead

 Fri, 28 Nov at 07:00 pm BONDST EVENTS

Taylor Swift Dance Party and Drag Show

 Sat, 13 Dec at 09:00 pm Club 717 CAD 16 to 23

Classic Movie Night - Home Alone(1990)

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

DURHAM REGION Battle of the Bands 2025

 Sat, 15 Nov at 11:30 am BONDST EVENTS

ABBA REVISITED VALENTINE SPECIAL

 Fri, 06 Feb at 08:00 pm Regent Theatre

Next Generation Leahys Christmas Show

 Mon, 15 Dec at 08:00 pm Regent Theatre

Ontario Philharmonic - Nutcracker - A Holiday Season Tradition

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

Christmas Concert

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

A Very Merry NEBs Christmas Party

 Sun, 21 Dec at 09:00 am 1300 Wilson Rd. N, Oshawa, ON, Canada, Ontario L1K 2B8

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

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

Elvis - A Christmas Special with Pete Paquette

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

Classic Troubadours Live: The Songs of James, Joni, Jackson & Carole

 Sat, 07 Feb at 08:00 pm Regent Theatre

Buffini BOLD PREDICTIONS For US & Canada 2026: LIVE Zoom EVENT

 Wed, 03 Dec at 09:30 am 976 Simcoe St N Free

FUNK & THE FURY: A TRIBUTE TO RHCP & RAGE AGAINST THE MACHINE

 Sat, 13 Dec at 09:00 pm THE ATRIA

HOME ALONE 1+2 Trivia Night - Canadian Brewhouse (Oshawa)

 Wed, 03 Dec at 07:30 pm The Canadian Brewhouse Free

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

Brass Transit - The Musical Legacy of Chicago

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

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

Parkwood Lodge Presents: Mardi Gras Night!!

 Sat, 24 Jan at 06:00 pm Oshawa Masonic Hall CAD 28

Malanka 2026 - Oshawa, Ontario

 Sat, 24 Jan at 06:00 pm 38 Lviv Blvd, Oshawa, ON

Jersey Nights - A Valentines tribute to Frankie Valli

 Sat, 14 Feb at 08:00 pm Regent Theatre

The Professors of Funk Friends & Family Christmas Special

 Wed, 17 Dec at 07:30 pm 66 Simcoe Street South (behind Simcoe Street United Church), Oshawa, ON, Canada

Jingle, Jazz and Joy

 Sat, 06 Dec at 02:30 pm Kingsview United Church

Join the January 2026 B.E.A.T. Program – Build Your Best Year Yet!

 Wed, 14 Jan at 11:00 am 976 Simcoe St N Free

Pup at BOND|ST Event Centre

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

Feed The Need Durham

 Sun, 07 Dec at 02:00 pm Biltmore Theatre

SLUMBER PARTY SMASH Co-ed 6’s for Water First @ Kingsway

 Sun, 30 Nov at 09:00 am Kingsway College

A Celtic Christmas

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

The Bomb – A Retro ‘80s Live Experience

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

Wild Music for Monkeys 🐒

Tue, 16 Dec at 07:00 pm BONDST EVENTS

Oshawa Pop Up Wedding Dress Sale

 Sat, 24 Jan at 09:00 am Oshawa Convention Centre 67 Simcoe St. N., Oshawa, ON

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

Durham's North Pole Holiday Market

 Fri, 14 Nov at 06:00 pm Durham Winter Fest CAD 5 to 20

Brampton Steelheads at Oshawa Generals at Tribute Communities Centre

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

Durham's North Pole Holiday Market - Santa Photos Booking

 Sat, 15 Nov at 12:00 pm Durham Winter Fest CAD 0 to 10

Parking Ottawa 67s at Oshawa Generals

 Sat, 13 Dec at 12:05 am 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

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