Entertainment events in Oshawa

Check out happening entertainment events all around Oshawa, ON

Three Days Grace at Tribute Communities Centre

 Mon, 04 May at 07:00 pm Tribute Communities Centre

Dashboard Confessional in Oshawa

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

Lee Brice

 Thu, 23 Apr at 07:00 pm Tribute Communities Centre

Sudbury Wolves at Oshawa Generals at Tribute Communities Centre

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

Sarnia Sting at Oshawa Generals at Tribute Communities Centre

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

COMIC STRIPPERS in OSHAWA

 Fri, 08 May at 07:30 pm Regent Theatre

Hardy with Cameron Whitcomb and McCoy Moore

 Fri, 06 Feb at 12:00 am Tribute Communities Centre

ABBA REVISITED VALENTINE SPECIAL

 Fri, 06 Feb at 08:00 pm Regent Theatre

IAN THOMAS BAND in OSHAWA

 Mon, 11 May at 07:30 pm Regent Theatre

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

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

The Bomb – A Retro ‘80s Live Experience

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

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 BOND|ST Event Centre

Jersey Nights - A Valentines tribute to Frankie Valli

 Sat, 14 Feb at 08:00 pm Regent Theatre

The Rock Orchestra By Candlelight

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

The Rock Orchestra By Candlelight at Tribute Communities Centre

 Thu, 19 Mar Tribute Communities Centre

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

 Sat, 07 Feb at 08:00 pm Regent Theatre

A Jack & Jill to Die For - Dinner Murder Mystery (2 Nights)

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

Bruce McCulloch - Oshawa

 Sun, 22 Feb at 07:00 pm Regent Theatre

Girls Night In - Free Event hosted by Oshawa Youth Council

 Thu, 12 Feb at 05:30 pm Civic Recreation Complex

Parking Ottawa 67s at Oshawa Generals

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

Solitary Man - Neil Diamond Tribute

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

Zoo Station - Celebrating U2's Zoo TV

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

Symply Skynyrd

 Sat, 18 Apr at 08:00 pm Regent Theatre Oshawa

Outerbridge Magic – Mysteries of the Keyhole House

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

SOS - Tribute to Sting & The Police

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

Bruce McCulloch

 Sat, 21 Feb at 07:00 pm Regent Theatre - Oshawa

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

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

Pre-Valentines - 80s/90s Highschool Style Dance

 Fri, 13 Feb at 09:30 pm 81 King Street East, Oshawa, ON, Canada, Ontario

The Jim Cuddy Band

 Sun, 19 Apr at 08:00 pm Regent 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

The Linda Ronstadt Show - Her Songs, Her Story

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

MainStage Challenge by Rockstalgia - Round 3

 Sat, 09 May at 01:00 pm Bond St Oshawa Free

Live - Band

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

The Story of Waylon Jennings

 Fri, 06 Mar Regent Theatre - Oshawa

Vander BRUNCH x Day Party! Hosted by TOM SCHWARTZ! OSHAWA! WEEKEND 2!

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

The Bridal Night Market - 2nd Anniversary

 Sat, 21 Mar at 05:00 pm BONDST EVENTS

Music Bingo - Canadian Brewhouse (Oshawa)

 Wed, 18 Feb at 07:30 pm Canadian Brewhouse Oshawa

Drag and BINGO at Club 717

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

CanRock Risinig

 Sat, 07 Feb at 07:00 pm Biltmore Theatre

Beyond the Music: 2026 Series Launch

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

Montreal Comedy Takeover - Oshawa

 Sun, 22 Feb at 08:00 pm The Torchbearer Taproom CAD 12 to 28

MOM & BABY SCULPT: 6 week series w/ Nicole

 Thu, 05 Feb at 10:00 am 866 Taunton Rd West, Unit 1, Oshawa, ON, Canada, Ontario L1L 0P1

💘 LOVE & LAUGHTER – Valentine’s Date Night 😂🔥

 Sat, 14 Feb at 07:00 pm 81 King Street East, Oshawa, ON, Canada, Ontario

DDSA Family Swim Night

 Sun, 08 Feb at 05:00 pm Delpark Homes Centre

UNLUCKY IN LOVE - A VALENTINES DAY DANCE PARTY FOR ALL♥

 Fri, 13 Feb at 10:00 pm BOND|ST Event Centre Basement - TwoTwoTwo CAD 7 to 13

Stars & Stories Live: The Story of Waylon Jennings - Oshawa

 Sat, 07 Mar at 06:30 pm Regent Theatre

Hotel California - Original Tribute to the Eagles

 Sun, 10 May at 08:00 pm Regent Theatre

Oshawa Firewolves Watch Party

 Sat, 07 Feb at 06:30 pm BOND|ST Event Centre

The Colores

 Sun, 22 Feb at 02:00 pm BONDST EVENTS

After the Gold Rush - Neil Young Experience

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

Jully Black

 Wed, 11 Feb at 07:00 pm The Biltmore Theatre

Alice in Wonderland Galentine’s Day Tea Party

 Sat, 28 Feb at 02:00 pm 33 Mcgrigor St CAD 34

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

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

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

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

Parking Jully Black

 Fri, 13 Feb Biltmore Theatre - Oshawa

Spring Dance & Yoga Sessions

Mon, 23 Mar at 06:00 pm 298 Eulalie Ave

The DEF LEPPARD Show at Whisky Johns (Definite Leppard)

 Sat, 18 Apr at 09:00 pm Whisky John's Oshawa CAD 20

Rattle N’ Rave: Family Day Weekend Dance Party

 Sun, 15 Feb at 01:00 pm Downtown Oshawa

Rejoice in the Lamb

 Sat, 21 Mar at 03:00 pm Regent Theatre Ontario Tech

Copy of This Is US Bridal Show

 Sun, 19 Apr at 12:00 pm Polish Veteran's - Sikorski Hall Free

From The Hip

 Thu, 05 Feb Bond St. Event Centre

Tom Arnold - Oshawa

 Thu, 09 Apr at 07:00 pm Biltmore Theatre

David Wilcox

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

Rejoice in the Lamb

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

Solitary Man - A Tribute To Neil Diamond

 Wed, 11 Feb at 07:00 pm Regent Theatre - Oshawa

Oshawa M**der Mystery: Solve the case!

 Sat, 03 May at 04:00 pm 50 Centre St S CAD 14 to 40

Classic Movie Night - Goodfellas

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

Oshawa M**der Mystery: Death in the Shadows

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

BOOK DRAGONS DEN PAINT PARTY

 Wed, 04 Feb at 04:00 pm Book Dragons Den CAD 33

Girls Nite Out Comedy

 Fri, 12 Jun at 07:00 pm Regent Theatre - Oshawa

S.C.C. Family Movie Night

Thu, 19 Feb at 06:00 pm 1111 Beatrice Street E., Oshawa, ON, Canada, Ontario L1K 2S7

Classic Movie Night - Easter Parade (1948)

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

Hot Chocolate Brunettes | Oshawa

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

Mother's Day Celebration Psychic Party

 Sat, 02 May at 05:00 pm Oshawa Creek Cooperative Homes Inc CAD 39

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

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

The Watchmen (19+)

 Fri, 27 Mar at 11:00 pm BOND|ST Event Centre