Entertainment events in Windsor

Check out happening entertainment events all around Windsor, ON

The BEATLES & Beyond a 60-70's Charity Concert by MUSIC 'N ARTS COLLIDE

Fri, 21 Nov at 07:30 pm Giovanni Caboto Club CAD 44 to 108

The Beatles & Beyond Tour — Windsor, ON

Fri, 21 Nov at 07:30 pm Giovanni Caboto Club

Private Pre-show, Meet & Great, WIN $8000 in prizes

Fri, 21 Nov at 07:30 pm Giovanni Caboto Club

Vander Brunch! With TOM SCHWARTZ! Windsor!

Sat, 29 Nov at 01:00 pm The Canadian Brewhouse (Windsor) CAD 52

7th Dynasty: Rave to the Grave - Halloween Party

Fri, 31 Oct at 09:00 pm Windsor, Ontario, Canada

Handbags for Housing

Thu, 30 Oct at 05:00 pm Giovanni Caboto Club

Día de los Muertos (Day of the Dead)

Sat, 01 Nov at 02:00 pm 400 Erie Street East, Windsor, ON, Canada, Ontario N9A 3X4

Gunslingers - Live at The Cherry

Sat, 22 Nov at 09:00 pm The Cherry Rock Lounge CAD 14

Birds and Beers V

Thu, 20 Nov at 07:00 pm Walkerville Brewery CAD 17

Sebastian Maniscalco at The Colosseum at Caesars Windsor

Sat, 22 Nov at 08:00 pm The Colosseum at Caesars Windsor

Pale Blue Eyes (UK) / HIGHTEENS at Meteor

Sat, 22 Nov at 08:00 pm Meteor

New Year’s Eve Celebration

Wed, 31 Dec at 06:30 pm 201 Riverside Dr W, Windsor, ON, Canada

SAINTS X SINNERS

Sat, 01 Nov at 10:00 pm Blanche Restaurant & Lounge CAD 17

Windsor Comedy Club Proshow

Fri, 07 Nov at 08:00 pm 468 Erie St E CAD 23

1st Annual W.A.R.P. Festival

Sat, 01 Nov at 03:30 pm St Cyrils Slovak Centre

Swifties Unite for Jaida – Live Taylor Tribute + Fan Experience

Sun, 09 Nov at 12:00 pm Fogolar Furlan Club of Windsor

Chef's Signature Harvest Dinner

Fri, 14 Nov at 05:30 pm Club Il Cavallino CAD 81

Charlys Reunion at Good Time Charly’s!!!

Sat, 06 Dec at 08:30 pm Fontainbleu

Taste the Music: Casablanca

Sat, 15 Nov at 06:00 pm Fogolar Furlan

Georgia Harmer / Sister Ray at Meteor

Sat, 01 Nov at 08:00 pm Meteor

Gunslingers - The music of Guns n' Roses

Sat, 22 Nov at 09:00 pm The Cherry Rock Lounge

The Piano Men-Dinner Show

Sat, 15 Nov at 06:00 pm 201 Riverside Dr W, Windsor, ON, Canada

OLD GEMS—Reimagined

Fri, 07 Nov at 07:30 pm capitol theatre, windsor

Windsor Comedy Club Proshow

Sat, 08 Nov at 08:00 pm 468 Erie St E CAD 23

DESTROYER Canada Tribute to KISS @The Cherry Rock Lounge, Windsor Ontario

Sat, 28 Mar at 09:00 pm The Cherry Rock Lounge

Carnival Noir: The Night of the Fae

Sat, 08 Nov at 08:00 pm Scarehouse Windsor Free

Tim Reaburn's Heckle Show at Windsor Comedy Club vol.1

Tue, 30 Dec at 08:30 pm 89 university ave west, Windsor, ON, Canada, Ontario

Georgia Harmer Tickets

Sat, 01 Nov at 08:00 pm Windsor Ont

Tinseltown Windsor Christmas Popup Bar

Thu, 13 Nov at 05:00 pm 400 Erie Street East, Windsor, ON, Canada, Ontario N9A 3X4

Jacob Balshin LIVE Comedy At Tipsy Toucan (November 8th)

Sat, 08 Nov at 08:00 pm The Tipsy Toucan CAD 12 to 23

Sarnia Sting at Windsor Spitfires at WFCU Centre

Sun, 01 Feb at 07:00 pm WFCU Centre

Lowest Of The Low at Meteor

Sat, 29 Nov at 08:00 pm Meteor

Made 4 U (fashion show & concert)

Sat, 29 Nov at 03:30 pm 1055 Drouillard Rd CAD 17

Flannel & Femme: Windsor

Sat, 29 Nov at 08:30 pm Aloe Lounge CAD 17

🎤🍬 “Hallow-Queen Karaoke Hangover” 🍬🎤

Sat, 01 Nov at 08:00 pm JJ's formerly Jake's Roadhouse & Blues Joint

We're going to Windsor!

Fri, 31 Oct at 06:00 pm Capitol Theatre Windsor

Halloween / Dia de Los Muertos / Fiesta Fridays

Fri, 31 Oct at 03:00 pm JJ's formerly Jake's Roadhouse & Blues Joint

Blood on the Clocktower at Hidden Trail #10

Fri, 31 Oct at 07:00 pm 1441 McDougall St., Windsor, ON, Canada, Ontario N8X 5C9

Blimplizkit and System a la Down - Live from The Cherry

Sat, 08 Nov at 09:00 pm The Cherry Rock Lounge CAD 14

Jeff Paul LIVE Comedy at Tipsy Toucan (November 21-22)

Fri, 21 Nov at 08:00 pm The Tipsy Toucan CAD 20 to 25

Armin Arbabi LIVE Comedy at Tipsy Toucan (November 29th)

Sat, 29 Nov at 08:00 pm The Tipsy Toucan CAD 25

🎃 Strike Tyson Presents: A Nightmare On Warped Street 🎃

Sat, 01 Nov at 09:00 pm The Cherry Rock Lounge

Dreamgirls: A Tribute to Donna Summer Dinner Show

Sat, 24 Jan at 06:00 pm 201 Riverside Dr W, Windsor, ON, Canada

Corporate Holiday Party

Sat, 06 Dec at 06:00 pm 201 Riverside Dr W, Windsor, ON, Canada

NIGHT OF THE LIVING TRANSANITY - Drag Show & Halloween Party

Sat, 01 Nov at 07:30 pm 525 Argyle Rd, Windsor, ON N8Y 4Z8, Canada

James Blonde / Two Years Apart at Meteor

Thu, 06 Nov at 08:00 pm Meteor

Round 8: Funniest comedian in Windsor Competition - a part of The Brewing For Comedy Festival III

Wed, 31 Dec at 08:00 pm 89 university ave west, Windsor, ON, Canada, Ontario

Voyage - A Journey Tribute

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

Spirit of the Season ~ Windsor

Sun, 30 Nov at 02:00 pm MacKenzie Hall

Soul City Music Co-op Artist Showcase at Circuit

Sat, 08 Nov at 06:00 pm Circuit CAD 22

Comedy Juggler Michael Connell "The Circuit" 52

Thu, 20 Nov at 07:00 pm Royal Canadian Legion, Ambassador & Walkerville Branch 644 Windsor, Ontario

Windsor Comedy Club Proshow

Sat, 15 Nov at 08:00 pm 468 Erie St E CAD 23

Jo Koy at The Colosseum at Caesars Windsor

Sat, 08 Nov at 08:00 pm The Colosseum at Caesars Windsor

The Dread Windsor Premiere at WIFF Local 2025

Wed, 29 Oct at 08:15 pm St. Clair College Centre for the Arts

Whitney K / Tea Leaves at Meteor

Sat, 15 Nov at 08:00 pm Meteor

Matthew Good at The Colosseum at Caesars Windsor

Thu, 20 Nov at 08:00 pm The Colosseum at Caesars Windsor

The Cherry Rock Lounge Presents: Comedy and Dating Games for Singles

Thu, 30 Oct at 06:30 pm The Cherry Rock Lounge

\Windsor Comedy Club Proshow

Sat, 29 Nov at 08:00 pm 468 Erie St E CAD 23

705 Comedy Tour at The Walkerville Brewery - Windsor

Sat, 15 Nov at 08:00 pm Walkerville Brewery CAD 28 to 33

Beyond the Binary: a salon on Gender/Binaries

Thu, 27 Nov at 07:00 pm Sho Art, Spirit & Performance

SIX: Teen Edition Auditions

Sun, 02 Nov at 02:00 pm 330 City Hall Square W, Windsor, ON, Canada

Kenny Vs Spenny Live In Windsor

Fri, 12 Dec at 08:00 pm RockStar Music Hall CAD 48 to 99

2nd Annual LPA Halloween Party!

Sat, 01 Nov at 06:00 pm Royal Canadian Legion 5048 Howard Ave Tecumseh, on

Culturally Inappropriate | STAND UP COMEDY TOUR | 2025

Sat, 24 Jan at 08:00 pm Meteor CAD 32

Parking Kingston Frontenacs at Windsor Spitfires

Fri, 07 Nov at 12:05 am WFCU Centre

Disco & Motown with the Windsor Symphony Orchestra

Sat, 22 Nov at 08:30 pm Capitol Theatre Windsor

Sloan “A Tour de Force” at Capitol Theatre Windsor

Sat, 14 Mar at 07:00 pm Capitol Theatre Windsor

The Gentle Art Of Making Enemies - WIFF screening

Fri, 31 Oct at 06:00 pm Capitol Theatre Windsor

Detroit Lions 2025 Thanksgiving Day Classic Block Party

Thu, 27 Nov at 10:00 am 375 Ouellette Ave Free

Music in Motion

Sat, 15 Nov at 08:00 pm Sho Art, Spirit & Performance CAD 28

Shawn Desman at The Colosseum at Caesars Windsor

Sat, 06 Dec at 08:00 pm The Colosseum at Caesars Windsor

Ashes To Anthems

Fri, 21 Nov at 09:00 pm 63 Pitt St E CAD 7

Sebastian Maniscalco

Fri, 21 Nov at 07:00 pm The Colosseum At Caesars Windsor

Gary Fox Celebration of Life

Sun, 23 Nov at 04:00 pm Average Joe's Sports Bar Windsor

Southwestern Ontario Holiday Party

Sat, 06 Dec at 12:00 pm Giovanni Caboto Club

Zabrina Douglas LIVE Comedy At Tipsy Toucan (December 5-6th)

Fri, 05 Dec at 08:00 pm The Tipsy Toucan CAD 21 to 23

The Tenors at The Colosseum at Caesars Windsor

Fri, 28 Nov at 08:00 pm The Colosseum at Caesars Windsor

BELIEVE in Staying FOREVER YOUNG, A Tribute to Cher and Rod Stewart

Sun, 09 Nov at 08:00 pm Fogolar Furlan Windsor CAD 45 to 50

Devil's Night at Phog

Thu, 30 Oct at 10:00 pm Phog Lounge CAD 4 to 7

MamboMania III - Salsa Romantica Edition

Sun, 09 Nov at 06:00 pm The Cherry Rock Lounge CAD 12

Windsor Dancing with Easter Seals Stars

Fri, 28 Nov at 05:30 pm Water’s Edge Event Centre

The Tea Party Headstones & Finger Eleven

Tue, 09 Dec at 07:00 pm The Colosseum At Caesars Windsor

Classic Elton in Windsor

Thu, 22 Jan at 07:30 pm The Chrysler Theatre

Shawn Desman

Fri, 05 Dec The Colosseum At Caesars Windsor

Parking Flint Firebirds at Windsor Spitfires

Sun, 02 Nov at 09:05 pm WFCU Centre

The Tea Party, Headstones & Finger Eleven

Wed, 10 Dec The Colosseum at Caesars Windsor

Sebastian Maniscalco: It Ain't Right Tour

Sat, 22 Nov The Colosseum at Caesars Windsor

Parking Brantford Bulldogs at Windsor Spitfires

Sun, 11 Jan at 09:05 pm WFCU Centre

Seniors Program: Painting to Music with Vanessa Mio

Wed, 03 Dec at 10:30 am Art Windsor-Essex Free

NEW YEARS EVE !! WINDSOR YACHT CLUB " PRIVATE EVENT ""

Wed, 31 Dec at 09:00 pm Windsor Yacht Club

Windsor Pop Up Wedding Dress Sale

Sun, 07 Dec at 09:00 am Giovanni Caboto Club 2175 Parent Ave, Windsor, ON

Andrew Santino at The Colosseum at Caesars Windsor

Fri, 16 Jan at 08:00 pm The Colosseum at Caesars Windsor

Opportunity Bridal - Wedding Dress Sale - Windsor

Sun, 07 Dec at 09:00 am Giovanni Caboto Club CAD 0 to 54

The Dirty Show at Windsor Comedy Club

Tue, 30 Dec at 08:00 pm 89 university ave west, Windsor, ON, Canada, Ontario

Parking Peterborough Petes at Windsor Spitfires

Fri, 27 Feb at 12:05 am WFCU Centre

Rose City Romance 2026

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