Entertainment events in Windsor

Check out happening entertainment events all around Windsor, ON

Weird Al Yankovic

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

Paul Anka

 Sun, 12 Apr at 12:00 am 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

Daniel Tosh

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

Devo Tickets

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

Nelly at The Colosseum at Caesars Windsor

 Thu, 16 Jul at 08:00 pm 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

Jann Arden

 Thu, 18 Jun 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

OHL Western Conference First Round: Windsor Spitfires vs. Guelph Storm - Home Game 3 Series Game 5 (If Necessary)

 Fri, 03 Apr at 07:00 pm WFCU Centre

George Thorogood & The Destroyers

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

Live in Windsor the Hip Experience

Fri, 17 Apr at 09:00 pm The Cherry Rock Lounge

Devo

 Thu, 04 Jun at 07:00 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

Jann Arden at The Colosseum at Caesars Windsor

 Fri, 19 Jun at 08:00 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

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

 Thu, 21 May WFCU Centre

Seth Meyers

 Fri, 10 Jul 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

Snowed in Comedy Tour- Windsor

 Tue, 07 Apr at 03:00 pm Capitol Theatre Windsor

Tacos & Tequila

 Sat, 11 Apr at 04:00 pm 400 Erie Street East, Windsor, ON, Canada, Ontario N9A 3X4

The Great Catsby Gala

 Sat, 18 Apr at 06:00 pm Giovanni Caboto Club

Golden Girls Pub Crawl

 Sun, 17 May at 12:00 pm WindsorEats

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

 Sun, 05 Apr WFCU Centre

Seth Meyers

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

Michael Harrison LIVE Comedy At Tipsy Toucan (Apr 4th)

 Sat, 04 Apr at 08:00 pm The Tipsy Toucan CAD 25

Lord Huron at The Colosseum at Caesars Windsor

 Sun, 12 Jul at 08:00 pm The Colosseum at Caesars Windsor

Windsor's Biggest Cinco de Mayo Party

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

Windsor International Black Film Festival

 Fri, 14 Aug at 05:00 pm 353 Freedom Way, Windsor, ON N9A 0C7, Canada

Cinco de Mayo

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

Rock the Walk Fashion & Live Music Celebration

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

Bed By 10 Is Coming To Windsor!

 Sat, 18 Apr at 04:00 pm Disco Inferno Windsor

Mystic Garden Music Festival 2026

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

Mr.Lewin LIVE Comedy At Tipsy Toucan (Apr 11th)

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

Sip & Thrift Vintage Market

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

Lord Huron

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

Windsor Symphony Orchestra - Sultans of String at Capitol Theatre

 Sat, 18 Apr at 07:30 pm Capitol Theatre

Salsa Fever Cruise with Latin Power Band

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

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

89NEXT Rocks with Windsor Premier Cruises!

 Sat, 15 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

ACT Presents: Six: Teen Edition

 Fri, 08 May Capitol Theatre Windsor

Y2K Cruise

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

80's & 90's Double Wham Jam

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

We Three Kings: The Multinational Tribute to Elvis ~ WINDSOR

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

Expendable Youth Live on Macassa Bay!

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

Easter event April 5 in Windsor

 Sun, 05 Apr at 07:00 pm Babylon Hall

We're The Problem Comedy Tour LIVE At Tipsy Toucan

 Sat, 18 Apr at 08:00 pm The Tipsy Toucan CAD 25

Cat Clyde in Windsor

 Thu, 28 May at 07:00 pm Meteor

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

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

Gilligan's Island 3 Hour Tour

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

WinKizX 2026 – Windsor Kizomba Experience (2nd Edition)

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

Mudmen Riverside RC Legion Br 255 Windsor Ontario

 Sat, 11 Apr at 08:00 pm Windsor, Ontario, Canada

Scot of The Year 2026

 Fri, 10 Apr at 05:00 pm Sho Art, Spirit & Performance and Willistead Manor

Mudmen RC Legion Br 255 Windsor Ontario

 Sat, 11 Apr at 08:00 pm Royal Canadian Legion Branch 255

The Rule Of Three Comedy Competition

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

Family Concert: The Jungle Book

 Sat, 11 Apr at 10:00 am 121 University Avenue, West, Windsor, ON, Canada, Ontario N9A 5P4

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

Devo

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

Father's Day Cruise-Bridge Tour

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

ACT Presents: Six: Teen Edition

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

1999 - The Ultimate Prince Experience

 Thu, 09 Jul at 07:00 pm Chrysler Theatre

Pop Punk’s Not Dead w/ Drink-182 and Expendable Youth

 Sat, 11 Apr at 10:00 pm The Cherry Rock Lounge CAD 12

Tyler Horvath LIVE Comedy At Tipsy Toucan (Apr 2nd)

 Thu, 02 Apr at 08:00 pm The Tipsy Toucan CAD 28

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

Windsor Pop Up Wedding Dress Sale

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

SQuiRT

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

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

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

Rose City Romance 2026

 Fri, 10 Apr at 09:00 am Caesars Windsor CAD 4 to 310

Loud Love - Two Legends - One Night

 Thu, 02 Apr at 06:30 pm Polish Club Windsor CAD 23

After Dark Walkerville Speakeasy 2026

 Sat, 11 Apr at 07:00 pm Royal Canadian Legion, Ambassador & Walkerville Branch 644 Windsor, Ontario

Next Stop Comedy at The Lion's Head Tavern! - Windsor, ON

 Fri, 27 Feb at 08:00 pm Lion's Head Tavern USD 28

2-Minutes To K*ll - Comedy Show Golden Egg Edition (Meteor - Windsor)

 Fri, 03 Apr at 08:00 pm Meteor CAD 18 to 23

Hook & Ladder Presents: Fire House Comedy

 Sat, 11 Apr at 05:30 pm The hook & ladder

Bake Club at Windsor Eats | April Showers

 Sun, 19 Apr at 03:00 pm 400 Erie St E CAD 17

The Hook & Ladder Presents: Fire House Comedy

 Sat, 11 Apr at 06:00 pm 3690 Seminole St Free

"ROOSTER" IN-PERSON PAINT PARTY at CRAMDON'S TAP & EATERY

 Wed, 01 Apr at 06:30 pm Cramdon's Tap & Eatery

Earth Day Paint Party

 Wed, 22 Apr at 06:30 pm 553 Lincoln Rd., Windsor, ON, Canada, Ontario N8Y 2G6

Parking Jordan Davis

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

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

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

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

Hocus Pocus 2026

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

Cambodian new year dance party

 Sat, 18 Apr at 06:00 pm WFCU Centre

Sonata Music Adventures Live In Concert!

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

Music Of The (k)Night

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

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

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

Cat Clyde

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

Céleste Jazz Brunch

Sun, 19 Apr at 11:00 am 1295 Ottawa Street, Windsor, ON, Canada

Canada's Circus Spectacular - Windsor, ON

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

The Convenience / HST at Meteor

Mon, 20 Apr at 08:00 pm Meteor

Black Film Festival

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

"Feel This Way" Release Party in WINDSOR!

 Fri, 17 Apr at 08:30 pm Below the Tracks CAD 12

Samba Workshop ft. Jenny

 Sun, 12 Apr at 02:00 pm 628 Monmouth Rd., Windsor, ON, Canada

Charlottes freedom farm fundraiser

 Fri, 31 Jul at 10:00 pm The Cherry Rock Lounge

MusicFest Windsor Call for VOLUNTEERS!

 Tue, 31 Mar at 09:00 am Capitol Theatre Windsor

PRISONER Call OF The Reaper Tour w/LEWD ANTICS & NO EXCEPTIONS

 Sun, 21 Jun at 07:00 pm The Cherry Rock Lounge CAD 12