Entertainment events in Oshawa

Check out happening entertainment events all around Oshawa, ON

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

Brass Transit - The Musical Legacy of Chicago

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

Solitary Man - Neil Diamond Tribute

 Thu, 12 Feb at 08:00 pm Regent Theatre Oshawa

ABBA REVISITED VALENTINE SPECIAL

 Fri, 06 Feb at 08:00 pm Regent Theatre

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

 Sat, 07 Feb at 08:00 pm Regent Theatre

New Year’s Bash 2026

 Sat, 03 Jan at 06:00 pm Polish Veteran's - Sikorski Hall CAD 55

The Jim Cuddy Band

 Sun, 19 Apr at 08:00 pm Regent Theatre

The Linda Ronstadt Show - Her Songs, Her Story

 Fri, 13 Feb at 08:00 pm Regent Theatre oshawa

Oshawa Pop Up Wedding Dress Sale

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

BRASS TRANSIT - THE MUSICAL LEGACY OF CHICAGO

Sat, 17 Jan at 08:00 pm Regent Theatre

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

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

New Year Celebration

 Sat, 03 Jan at 06:00 pm Polish Veteran's - Sikorski Hall

Zoo Station - Celebrating U2's Zoo TV

 Fri, 06 Mar at 08:00 pm Regent Theatre oshawa

Parkwood Lodge Presents: Mardi Gras Night!!

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

Jersey Nights - A Valentines tribute to Frankie Valli

 Sat, 14 Feb at 08:00 pm Regent Theatre

Ontario Philharmonic - Sensational Sounds From Bohemia

 Sat, 24 Jan at 07:30 pm 50 King St E, Oshawa, ON, Canada, Ontario L1H 1B3

Bell Jar at Whisky John's

 Sat, 24 Jan at 08:30 pm Whisky John's Oshawa

Off the Floor @ the TwoTwoTwo

 Sat, 17 Jan at 06:30 pm twotwotwo CAD 20

Symply Skynyrd @ Live at The Regent Theatre, Oshawa

 Sat, 18 Apr at 07:00 pm Regent Theatre

COMEDY NIGHT

 Fri, 09 Jan at 07:30 pm 100 Bond St E unit 02 CAD 18

Drag and BINGO at Club 717

 Sat, 14 Feb at 09:00 pm Club 717 CAD 23 to 60

Sarnia Sting at Oshawa Generals at Tribute Communities Centre

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

A Jack & Jill to Die For - Dinner Murder Mystery

 Fri, 13 Feb at 06:30 pm Loyal Order of Moose

Malanka 2026 - Oshawa, Ontario

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

The Last Waltz - A Musical Celebration - 50 years of The BAND

 Sat, 23 May at 08:00 pm Regent Theatre Oshawa

Durham's North Pole Holiday Market - Outdoor Movie Tickets

 Fri, 14 Nov at 06:00 pm Durham Winter Fest Free

Classic Movie Night - Easter Parade (1948)

 Thu, 05 Mar at 07:00 pm 50 King St E, Oshawa, ON, Canada, Ontario L1H 1B3

The DATENIGHT Tour | Oshawa, Ontario - Sun. Feb 15, 2026 6:00pm - 8:00pm

 Sun, 15 Feb at 06:00 pm King Street Community Church

From The Hip

 Fri, 06 Feb at 08:00 pm BONDST EVENTS

Bruce McCulloch - Oshawa

 Sun, 22 Feb at 07:00 pm Regent Theatre

Classic Movie Night - The Naked Gun

 Thu, 08 Jan at 07:00 pm 50 King St E, Oshawa, ON, Canada, Ontario L1H 1B3

Ahren Belisle (K*ll Tony / AGT) Live In Oshawa

Thu, 22 Jan at 08:00 pm Biltmore Theatre

Jersey Nights - A Valentines Tribute to Frankie Valli and The Four Seasons

 Sat, 14 Feb at 08:00 pm 50 King St E, Oshawa, ON, Canada, Ontario L1H 1B3

After the Gold Rush - Neil Young Experience

 Sat, 28 Mar at 08:00 pm Regent Theatre Oshawa

Vander BRUNCH x Day Party! Hosted by TOM SCHWARTZ! OSHAWA!

 Sun, 22 Feb at 01:00 pm The Canadian Brewhouse CAD 62

David Wilcox

 Fri, 13 Mar at 07:00 pm Regent Theatre - Oshawa

Classic Movie Night - Goodfellas

 Thu, 05 Feb at 07:00 pm 50 King St E, Oshawa, ON, Canada, Ontario L1H 1B3

Outerbridge Magic – Mysteries of the Keyhole House

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

MOM & BABY SCULPT: 6 week series w/ Nicole

 Thu, 08 Jan at 10:00 am 866 Taunton Rd West, Unit 1, Oshawa, ON, Canada, Ontario L1L 0P1

Sunset Hate, Profligator, Vultures, Ligament , Club 222 , Oshawa

 Sat, 21 Mar at 07:00 pm 44 Bond St E CAD 17

SOS - Tribute to Sting & The Police

 Fri, 22 May at 08:00 pm Regent Theatre Oshawa

Beyond the Music: 2026 Series Launch

 Tue, 03 Feb at 04:00 pm The Biltmore Theatre Free

Live - Band

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

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

Hotel California - Original Tribute to the Eagles

 Sun, 10 May at 08:00 pm Regent Theatre

Shrek Rave

 Fri, 30 Jan at 07:00 pm The Biltmore Theatre

The Bomb – A Retro ‘80s Live Experience

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

Rattle N’ Rave: Family Day Weekend Dance Party

 Sun, 15 Feb at 01:00 pm Downtown Oshawa

The Colores

 Sun, 22 Feb at 02:00 pm BONDST EVENTS

The Rock Orchestra By Candlelight

 Wed, 18 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

Dashboard Confessional in Oshawa

 Wed, 01 Apr at 07:30 pm Tribute Communities Centre

Rejoice in the Lamb

 Sun, 22 Mar at 03:00 pm 50 King St E, Oshawa, ON, Canada, Ontario L1H 1B3

Lee Brice, Grace Tyler in Oshawa

 Fri, 24 Apr at 07:00 pm Tribute Communities Centre

Hot Chocolate Brunettes | Oshawa

 Mon, 20 Apr at 09:00 am SalonCentric Canada CAD 198

COMIC STRIPPERS in OSHAWA

 Fri, 08 May at 07:30 pm Regent Theatre

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

 Fri, 20 Mar at 11:05 pm Tribute Communities Centre

The Rock Orchestra By Candlelight at Tribute Communities Centre

 Thu, 19 Mar Tribute Communities Centre

IAN THOMAS BAND in OSHAWA

 Mon, 11 May at 07:30 pm Regent Theatre

Parking Blue Rodeo

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

TRIVIA NIGHT - Oshawa, Ontario - Kelly's Travelling Trivia Show

 Wed, 10 Dec at 07:00 pm One Eyed Jack Pub & Grill Free

The Wednesday Super Mic

 Wed, 12 Nov at 09:00 pm Kings Crown Bar & Grill Free

Trivia Tuesday

 Tue, 09 Dec at 07:00 pm 701 Grandview St N Free

Sudbury Wolves at Oshawa Generals at Tribute Communities Centre

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

Durham's North Pole Holiday Market

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

Blue Rodeo

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

Joan Smith & the Jane Does present the music of QOTSA

 Fri, 30 Jan at 08:00 pm BONDST EVENTS