Entertainment events in Windsor

Check out happening entertainment events all around Windsor, ON

Jimmy Carr: Laughs Funny

 Tue, 13 Oct at 07:30 pm 8787 McHugh Street, Windsor, ON, Canada, Ontario N8S 0A1

Weird Al Yankovic

 Fri, 03 Jul at 07:00 pm The Colosseum At Caesars Windsor

Daniel Tosh at The Colosseum at Caesars Windsor

 Thu, 25 Jun at 08:00 pm The Colosseum at Caesars Windsor

Bert Kreischer at The Colosseum at Caesars Windsor

 Thu, 01 Oct The Colosseum at Caesars Windsor

The Black Keys

 Sat, 17 Oct The Colosseum At Caesars Windsor

Dylan Scott at The Colosseum at Caesars Windsor

 Sat, 25 Apr at 08:00 pm The Colosseum at Caesars Windsor

The Black Keys Tickets

 Sun, 18 Oct at 07:30 pm Windsor, Ontario, Canada

Devo Tickets

Fri, 05 Jun at 08:00 pm Caesars Windsor Colosseum

Daniel Tosh

 Wed, 24 Jun at 07:00 pm The Colosseum At Caesars Windsor

Nelly at The Colosseum at Caesars Windsor

 Thu, 16 Jul at 08:00 pm The Colosseum at Caesars Windsor

UB40

 Sat, 03 Oct at 12:00 am The Colosseum at Caesars Windsor

Bert Kreischer

 Wed, 30 Sep at 07:00 pm The Colosseum At Caesars Windsor

Weird Al Yankovic with Puddles Piddy Party

 Sun, 05 Jul at 12:00 am The Colosseum at Caesars Windsor

TBD at Windsor Spitfires - OHL Finals (Home Game 4)

 Thu, 21 May WFCU Centre

Jann Arden

 Thu, 18 Jun at 07:00 pm The Colosseum At Caesars Windsor

Jann Arden at The Colosseum at Caesars Windsor

 Fri, 19 Jun at 08:00 pm The Colosseum at Caesars Windsor

TBD at Windsor Spitfires - OHL Western Conference Finals (Home Game 4)

 Tue, 05 May at 07:30 am WFCU Centre

Devo

 Thu, 04 Jun at 07:00 pm The Colosseum At Caesars Windsor

George Thorogood & The Destroyers

 Thu, 21 May at 11:30 pm The Colosseum at Caesars Windsor

2026 Electric Avenue International Jazz Festival

 Fri, 03 Jul at 06:00 pm WindsorEats

Jordan Davis at The Colosseum at Caesars Windsor

 Sat, 27 Jun at 08:00 pm The Colosseum at Caesars Windsor

George Thorogood and the Destroyers at The Colosseum at Caesars Windsor

 Thu, 21 May at 07:30 pm The Colosseum at Caesars Windsor

Seth Meyers

 Fri, 10 Jul at 07:00 pm The Colosseum At Caesars Windsor

Golden Girls Pub Crawl

 Sun, 17 May at 12:00 pm WindsorEats

Cinco de Mayo

 Sun, 03 May at 12:00 pm 78 Riverside Dr W, Windsor, ON, Canada, Ontario N9A 2S4

Star Wars Day (May The 4th) at WindsorEats

 Mon, 04 May at 05:30 pm WindsorEats

Windsor's Biggest Cinco de Mayo Party

 Fri, 01 May at 05:00 pm 400 Erie Street East, Windsor, ON, Canada, Ontario N9A 3X4

Seth Meyers

 Sun, 12 Jul at 12:00 am The Colosseum at Caesars Windsor

Mo Amer Ticket + Hotel Deals

 Fri, 15 May at 08:00 pm The Colosseum at Caesars Windsor

Lord Huron at The Colosseum at Caesars Windsor

 Sun, 12 Jul The Colosseum at Caesars Windsor

Sip & Thrift Vintage Market

 Fri, 08 May at 05:00 pm 400 Erie Street East, Windsor, ON, Canada, Ontario N9A 3X4

Windsor International Black Film Festival

 Thu, 13 Aug at 09:00 am 353 Freedom Way, Windsor, ON N9A 0C7, Canada

Rock the Walk Fashion & Live Music Celebration

 Sat, 13 Jun at 05:30 pm St. Clair College Centre for the Arts

Lord Huron

 Mon, 13 Jul at 12:00 am The Colosseum at Caesars Windsor

80's & 90's Double Wham Jam

 Sat, 25 Jul at 08:00 pm 78 Riverside Dr W, Windsor, ON, Canada, Ontario N9A 2S4

Mystic Garden Music Festival 2026

 Sat, 11 Jul at 12:00 pm 1250 Langlois Ave, Windsor, ON, Canada

Warren Zeiders

 Thu, 06 Aug at 07:00 pm The Colosseum At Caesars Windsor

Billy Raffoul in Windsor

 Sat, 13 Jun at 07:00 pm St. Clair College Centre for the Arts

Windsor Sunset Party Cruise with Jean-Luc and Nick

 Sat, 18 Jul at 06:45 pm 78 Riverside Dr W, Windsor, ON N9A 0A3, Canada

Salsa Fever Cruise with Latin Power Band

 Sat, 01 Aug at 08:00 pm 78 Riverside Dr W, Windsor, ON, Canada, Ontario N9A 2S4

Mark DeBonis LIVE Comedy At Tipsy Toucan (May 30th)

 Sat, 30 May at 08:00 pm The Tipsy Toucan CAD 25

Y2K Cruise

 Sat, 11 Jul at 08:00 pm 78 Riverside Dr W, Windsor, ON, Canada, Ontario N9A 2S4

Tatiana Frank LIVE Comedy At Tipsy Toucan (Apr 24th)

 Fri, 24 Apr at 08:00 pm The Tipsy Toucan CAD 28

We Three Kings: The Multinational Tribute to Elvis ~ WINDSOR

 Wed, 03 Jun at 07:30 pm RockStar Music Hall

89NEXT Rocks with Windsor Premier Cruises!

 Sat, 15 Aug at 08:00 pm 78 Riverside Dr W, Windsor, ON, Canada, Ontario N9A 2S4

Expendable Youth Live on Macassa Bay!

 Sat, 13 Jun at 07:00 pm 78 Riverside Dr W, Windsor, ON, Canada, Ontario N9A 2S4

Father's Day Cruise-Bridge Tour

 Sun, 21 Jun at 02:00 pm 78 Riverside Dr W, Windsor, ON, Canada, Ontario N9A 2S4

Keesha Brownie LIVE Comedy At Tipsy Toucan (June 27th)

 Sat, 27 Jun at 08:00 pm The Tipsy Toucan CAD 25

Na’im Ali and Dru Montana LIVE Comedy At Tipsy Toucan (Apr 25th)

 Sat, 25 Apr at 08:00 pm The Tipsy Toucan CAD 28

The Rule Of Three Comedy Competition

 Sat, 25 Apr at 07:30 pm 138 University Ave W CAD 12

ACT Presents: Six: Teen Edition

 Sun, 10 May at 02:00 pm Capitol Theatre Windsor

Windsor Ladies Night

 Sat, 27 Jun at 02:30 pm 1190 Wyandotte St W CAD 39

ACT Presents: Six: Teen Edition

 Fri, 08 May at 07:30 pm Capitol Theatre Windsor

Gilligan's Island 3 Hour Tour

 Fri, 24 Jul at 07:00 pm 78 Riverside Dr W, Windsor, ON, Canada, Ontario N9A 2S4

1999 - The Ultimate Prince Experience

 Thu, 09 Jul at 07:00 pm Chrysler Theatre

Cat Clyde in Windsor

 Thu, 28 May at 07:00 pm Meteor

Devo

 Sat, 06 Jun at 12:00 am The Colosseum at Caesars Windsor

WinKizX 2026 – Windsor Kizomba Experience (2nd Edition)

 Fri, 18 Sep at 06:00 pm Hellenic Cultural Centre Windsor

Jason Allen LIVE Comedy At Tipsy Toucan (June 20th)

 Sat, 20 Jun at 08:00 pm The Tipsy Toucan CAD 25

Julie Doiron / Carson McHone at Meteor

Mon, 22 Jun at 08:00 pm Meteor

DETROIT IS TOUCHING DOWN

 Fri, 24 Apr at 10:00 pm Blanche Restaurant & Lounge CAD 26

Warren Zeiders

 Fri, 07 Aug at 08:00 pm The Colosseum at Caesars Windsor

Decades Dance Party

 Sat, 09 May at 08:00 pm Walkerville Brewery CAD 12

Opportunity Bridal - Wedding Dress Sale - Windsor

 Sat, 14 Mar Giovanni Caboto Club CAD 0 to 54

His Sinatra

 Fri, 07 Aug at 07:00 pm 78 Riverside Dr W, Windsor, ON, Canada, Ontario N9A 2S4

The Bridge: DETROIT Edition LIVE Comedy At Tipsy Toucan (May 9th)

 Sat, 09 May at 08:00 pm The Tipsy Toucan CAD 21

Rosey Catherine Live at Meteor, Windsor Comedy club Special Event

 Sat, 02 May at 07:00 pm Meteor

D.B Presents Scale The System Tour with Locksmith & GoonTown & Kahdyn

 Thu, 21 May at 07:00 pm Phog Lounge CAD 33

TRILOGY CLASSICS LIVE presents FOREIGN JOURNEY at the CHRYSLER CENTRE, WINDSOR, ON

 Sat, 19 Sep at 07:30 pm The Chrysler Theatre

SQuiRT

 Fri, 22 May at 09:00 pm 44 University Ave W CAD 44

Windsor Pop Up Wedding Dress Sale

 Sun, 28 Jun at 09:00 am Giovanni Caboto Club 2175 Parent Ave, Windsor, ON

The Bridge: DETROIT Edition LIVE Comedy At Tipsy Toucan (July 11th)

 Sat, 11 Jul at 08:00 pm The Tipsy Toucan CAD 25

Square Dance Night

 Sat, 23 May at 07:00 pm Walkerville Brewery CAD 12

Jeremy Dobski LIVE Comedy At Tipsy Toucan (July 25th)

 Sat, 25 Jul at 08:00 pm The Tipsy Toucan CAD 25

Josh Ross: Later Tonight Tour

 Thu, 24 Sep at 08:00 pm The Colosseum at Caesars Windsor

Canada's Circus Spectacular - Windsor, ON

 Sun, 14 Jun at 02:00 pm THE WFCU CENTRE

Cookie Bar 2 Year Anniversary Party (6 years in business)

 Sat, 02 May at 12:00 pm 1093 drouillard road, Windsor, ON, Canada, Ontario N8y 2p9

Diablerie Vampire Ball

 Sat, 17 Oct at 08:00 pm Water's Edge Event Centre CAD 65 to 150

Sapphic Night at the Ballroom

Wed, 13 May at 06:00 pm 986 Ouellette Avenue, Windsor, ON, Canada

Barely Spring

 Wed, 29 Apr at 07:00 pm The Cherry Rock Lounge CAD 15

TUCHÉ PRESENTS: ALBUM RELEASE PARTY

 Sat, 25 Apr at 10:30 pm Blanche Restaurant & Lounge CAD 12 to 17

WSB International Dance Day SBK Social at Walkerville Brewery

Wed, 29 Apr at 07:00 pm Walkerville Brewery

🔥SALSA WEEKENDER FT. TEDDY OLASO🔥

 Sat, 25 Apr at 01:00 pm 628 Monmouth Rd., Windsor, ON, Canada

Parking Jordan Davis

 Sun, 28 Jun at 12:00 am The Colosseum at Caesars Windsor

Sonata on Stage Presents: Shrek Jr. The Musical (Sunday 6PM)

 Sun, 26 Apr at 06:00 pm École secondaire catholique l'Essor CAD 0 to 22

"Vinyl to Viral"

 Fri, 24 Apr at 07:00 pm Water’s Edge Event Centre

Rocking the Cherry Rock Lounge in Windsor

Fri, 08 May at 10:00 pm The Cherry Rock Lounge

The Deadly Romantics - It's Gettin' Harder 2026 - Windsor

 Sat, 30 May at 08:00 pm The Cherry Rock Lounge

Music Of The (k)Night

 Sun, 26 Apr at 02:30 pm Capitol Theatre Windsor CAD 34

Bingo, Burlesque, Song, Circus, Rope @ Meteor

 Fri, 22 May at 06:30 pm Meteor CAD 12 to 33

Sonata Music Adventures Live In Concert!

 Sat, 30 May at 02:00 pm Capitol Theatre Windsor CAD 0 to 55

Hocus Pocus 2026

 Sun, 03 May at 02:00 pm Templeblooms at the Masonic Ballroom

Sonata on Stage Presents: Shrek Jr. The Musical with Juniors (Sat 6pm)

 Sat, 25 Apr at 06:00 pm École secondaire catholique l'Essor CAD 0 to 22

3rd Annual R.Y.O.T. For Charity Pre-Halloween Bash🎃

Sat, 17 Oct at 07:00 pm Meteor

WSB Save the Date - May 22nd 2026

 Fri, 22 May at 08:00 pm Polish Club Windsor

Cat Clyde

 Wed, 27 May at 07:00 pm Meteor - Windsor

WSB Save the Date - June 26th 2026

 Fri, 26 Jun at 08:00 pm Polish Club Windsor

Sonata on Stage Presents: Shrek Jr. The Musical (Sunday 1pm)

 Sun, 26 Apr at 01:00 pm École secondaire catholique l'Essor CAD 0 to 22

The Experimental Improv Show

 Sat, 25 Apr at 07:00 pm The Shadowbox Theatre CAD 17

Black Film Festival

 Thu, 13 Aug at 09:00 am 353 Freedom Way, Windsor, ON N9A 0C7, Canada