Entertainment events in Windsor

Check out happening entertainment events all around Windsor, ON

Plain White T's, Cold War Kids, Third Eye Blind, Beach Weather, Austin Meade in Windsor

 Fri, 19 Sep at 06:00 pm Hoedown Hill

2025 Electric Avenue Alley Party

 Sat, 20 Sep at 02:00 pm WindsorEats

YUNGBLUD in Windsor

 Sat, 13 Sep at 08:00 pm The Colosseum at Caesars Windsor

Sarah McLachlan, Tiny Habits in Windsor

 Sat, 25 Oct at 07:30 pm The Colosseum at Caesars Windsor

Bryan Adams, The Sheepdogs in Windsor

 Sun, 05 Oct at 07:30 pm The Colosseum at Caesars Windsor

Mixtape Mania: Side A in Windsor

 Sat, 27 Sep at 07:00 pm Disco Inferno Dance Bar

We Walk The Line - Tribute to Johnny Cash

 Sat, 13 Sep at 07:30 pm The Chrysler Theatre

WinKizX: 1st Annual Windsor Kizomba Experience

Fri, 05 Sep at 07:00 pm Hellenic Cultural Centre

Gatsby Murder Mystery Dinner Cruise

 Sat, 25 Oct at 05:00 pm 78 Riverside Dr W, Windsor, ON, Canada, Ontario N9A 2S4

BIG Motorcity Car & Motorcycle Show

 Sun, 21 Sep at 11:00 am Fogolar Furlan Club of Windsor

Aqua, LU KALA in Windsor

 Fri, 26 Sep at 08:00 pm The Colosseum at Caesars Windsor

K*ll Windsor

Fri, 19 Sep at 08:30 pm The Cherry Rock Lounge

Randy Houser, Avery Anna, Chris Lane, Dasha, Tyler Rich in Windsor

 Fri, 26 Sep at 06:00 pm Hoedown Hill

Brewing For Comedy Festival 3 Grand Finale at Capitol Theatre

 Sun, 14 Sep at 07:00 pm 121 University Avenue West,Windsor,N9A 4K7,CA

Il Divo, Simply Three in Windsor

 Fri, 10 Oct at 08:00 pm The Colosseum at Caesars Windsor

Yukon Blonde / The Brandy Alexanders at Meteor

Thu, 25 Sep at 08:00 pm Meteor

Taste of Walkerville

 Sat, 06 Sep at 11:00 am Wyandotte St E, Windsor, ON, Canada

Chef's Signature Seasonal Dinner

 Fri, 12 Sep at 05:30 pm Club Il Cavallino CAD 81

An Evening with Glen Drover - Former MEGADETH Guitarist

 Thu, 16 Oct at 06:30 pm 3315 Banwell Rd., Windsor, ON, Canada

Handbags for Housing

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

Gunslingers - The music of Guns n' Roses

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

Arts Collective Theatre presents: EVITA

 Fri, 03 Oct at 08:00 pm 121 University Ave W, Windsor, ON N9A, Canada

White Lies, powered by Smirnoff!

 Fri, 12 Sep at 10:00 pm 527 Ouellette Ave, Windsor, ON, Canada, Ontario N9A 4J3

EMOtional DRAGage

 Sat, 20 Sep at 07:30 pm Chapter Two Brewing Company

IL Divo at The Colosseum at Caesars Windsor

 Fri, 10 Oct The Colosseum at Caesars Windsor

Durty little secrets @Cherry Rock Lounge Windsor

Fri, 12 Sep at 09:00 pm The Cherry Rock Lounge

Epic - Faith No More Tribute

 Fri, 26 Sep at 09:00 pm The Cherry Rock Lounge

Halloween Town Popup

 Fri, 03 Oct at 05:00 pm WindsorEats

The Soulshakers Live At The Square

 Fri, 26 Sep at 07:00 pm Windsor City Hall

Walk Right Back - The Everly Brother Story at Chrysler Theatre

 Fri, 03 Oct at 07:30 pm Chrysler Theatre

Hybrid Soccer Skills Training

 Fri, 03 Oct at 06:00 pm 1375 California Avenue,Windsor,N9B 3R2,CA

Dueling Pianos at Walkerville Brewery

 Thu, 18 Sep at 06:00 pm Walkerville Brewery

CDSM / bfmtrl / Beauty In Drowning at Meteor

Sat, 06 Sep at 08:00 pm Meteor

Back to the 80's.......... Live from The Cherry

 Sat, 13 Sep at 09:00 pm The Cherry Rock Lounge

Caboto Club's Grape Fest 2025!

 Fri, 12 Sep at 06:00 pm 2175 Parent Avenue, Windsor, ON, Canada, Ontario N8X 4K2

Canada's Got Talent Finalist Sai Kit Lo LIVE Comedy At Tipsy Toucan Oct 4th

 Sat, 04 Oct at 08:00 pm The Tipsy Toucan, Ottawa Street, Windsor, ON, Canada

THE IMPORTANCE OF BEING EARNEST by Korda

 Fri, 12 Sep at 08:00 pm 2520 Seminole St, Windsor, ON, Canada, Ontario N8Y 1X4

✨ Moonlight Gala 2025 – Together for Tomorrow ✨

 Sat, 04 Oct at 05:00 pm 1420 Tecumseh Road East, Windsor, ON, Canada, Ontario N8W 1C1

South Detroit- The Ultimate tribute to Journey wsg Dusty D'Annunzio

 Fri, 12 Sep at 07:00 pm Serbian Centre CAD 25

Symply Skynyrd - Live at The Cherry - Sept 19th

 Fri, 19 Sep at 09:00 pm The Cherry Rock Lounge

Asylum Presents: The Church of Distilled Spirits

 Sat, 20 Sep at 09:00 pm VillainsBeastro Windsor

Levitation Room at Meteor

Wed, 17 Sep at 08:00 pm Meteor

The Disco Ball | 4th Annual Charity Fundraiser

 Fri, 03 Oct at 07:00 pm Vito's on Ouellette

Children's Fest 2025

 Sat, 13 Sep at 10:00 am 3400 Grand Marais Rd. E, Windsor, ON, Canada, Ontario N8T 3R7

Disco Inferno Grand Opening 2025

 Sat, 06 Sep at 09:00 pm Disco Inferno 29 Park St W, Windsor, ON, Canada, Ontario N9A 4J2

The Broadway Bunch: One Night Only

 Sat, 27 Sep at 07:30 pm Freedom Way, Windsor, ON N9A, Canada

Honeymoon Suite at Chrysler Theatre

 Sat, 13 Sep at 08:00 pm Chrysler Theatre

Windsor Punk Rock Flea Market Fall 2025

 Sat, 13 Sep at 04:00 pm 1286 Lauzon Rd, Windsor, ON N8S 3N1, Canada

Cherry Garcia Band at The Cherry Rock Lounge

 Sat, 18 Oct at 10:00 pm The Cherry Rock Lounge

What Seas, What Shores: 20 Years of Sonic Exploration (SOLD OUT!)

 Sat, 13 Sep at 09:00 pm Meteor

RECKLESS UPSTARTS // DISCO ASSAULT // DECADE // WOLFCHARGE

 Sat, 11 Oct at 09:00 pm The Dominion House, 3140 Sandwich St, Windsor, ON

The Dirty Nil at Meteor

Sat, 27 Sep at 08:00 pm Meteor

Lowest Of The Low at Meteor

Sat, 29 Nov at 08:00 pm Meteor

Music and Magic with the Tower and Island Princesses

 Sun, 07 Sep at 03:00 pm Sonata Piano Studio CAD 21

Allegra Krieger / Crissi Cochrane at Meteor

Mon, 15 Sep at 07:00 pm Meteor

Ada Lea / Leanna Roy at Phog

Sat, 20 Sep at 08:00 pm Phog Lounge

Outlaw State of Mind: Chris Stapleton Tribute Band

 Sat, 06 Sep at 07:00 pm 121 University Ave West, Windsor, ON, Canada, Ontario N9A 5P4

A Squeaky September

 Sat, 20 Sep at 07:00 pm The Cherry Rock Lounge

Villains of the 519

 Fri, 19 Sep at 09:00 pm VillainsBeastro Windsor

Parking - Russell Peters

 Fri, 12 Sep at 12:00 am The Colosseum at Caesars Windsor

The Dirty Nil at Meteor

Sun, 28 Sep at 07:00 pm Meteor

Open Streets Windsor - Sandwich Town 2025

 Sun, 21 Sep at 10:00 am Sandwich Town BIA

Deadly Romantics' 20th Anniversary Tour - Windsor

 Sat, 27 Sep at 09:00 pm The Cherry Rock Lounge

Road Trip to Barbertown

 Sat, 04 Oct at 07:00 pm Walkerville Collegiate Institute

Opening Night with Gershwin

 Sat, 20 Sep at 07:30 pm 121 University Avenue, West, Windsor, ON, Canada, Ontario N9A 5P4

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

OKTOBERFEST

Sat, 20 Sep at 05:00 pm Fogolar Furlan

AWE Night Light Party

Fri, 19 Sep at 05:00 pm 401 Riverside Dr. W., Windsor, ON, Canada, Ontario N9A 7J1

Parking - Aqua (19+)

 Sat, 27 Sep at 12:00 am The Colosseum at Caesars Windsor

The American Eargle Show: CTJ wsg Dawson Gamble & Expendable Youth

 Sat, 13 Sep at 09:00 pm Dominion House Tavern (The DH)

The Music of Star Wars

 Sat, 18 Oct at 07:30 pm 121 University Avenue, West, Windsor, ON, Canada, Ontario N9A 5P4

Mom Said Duck x The Capitol Theatre

 Fri, 19 Sep at 07:00 pm Capitol Theatre Windsor CAD 44

Mixtape Mania - Freestyle Charity Concert

 Sat, 27 Sep at 07:30 pm Disco Inferno Windsor

Johnny Reid

 Thu, 02 Oct at 07:00 pm The Colosseum At Caesars Windsor

The Uncle Louie Variety Show w/ Special Guest Rocco The Comic - Windsor, ON

 Sat, 20 Sep at 08:00 pm The Chrysler Theatre

Walk Right Back - The Everly Brothers Story

 Fri, 03 Oct at 07:30 pm The Chrysler Theatre

OpenStreetMap Windsor-Essex Indoor Mapping Party

 Tue, 09 Sep at 05:30 pm 300 Ouellette Ave, Unit 210, Windsor, ON, Canada, Ontario N9A 7B4

Aysanabee “The Way We’re Born Tour” at Meteor

Fri, 05 Dec at 08:00 pm Meteor

Noche Latina by Art of Dance & Aloe Lounge with Yana & David & Dj Chino 🎼

 Sat, 13 Sep at 08:00 pm 614 Erie St East, Windsor, ON, Canada

Hadestown: Teen Edition

 Fri, 03 Oct at 07:30 pm Windsor Masonic Temple

Bongga & Birit : A Filipino Market

Sat, 20 Sep at 10:00 am Downtown Windsor

Shawn Desman at The Colosseum at Caesars Windsor

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

Laughs Without Limits - Windsor

 Fri, 26 Sep at 08:00 pm Lion's Head Tavern

Gone Country

 Sat, 20 Sep at 08:00 pm Aloe Lounge-614 Erie Street E, Windsor

Sam Jr (Broken Social Scene) / Huron Lines / Posh Toboggan at Meteor

Fri, 19 Sep at 08:00 pm Meteor

"HOOT-IFUL HARVEST" Paint Party

 Fri, 19 Sep at 06:30 pm 553 Lincoln Rd., Windsor, ON, Canada, Ontario N8Y 2G6

American Eargle Show: CASE THE JOINT wsg/ Dawson Gamble & Expendable Youth

 Sat, 13 Sep at 09:00 pm Dominion House, Sandwich Street, Windsor, ON, Canada CAD 10

Mixtape Mania: Side A

 Sat, 27 Sep at 09:30 pm Disco Windsor

Georgia Harmer at Meteor

Sat, 01 Nov at 08:00 pm Meteor

2025 Dinah Kerr Walk N Roll

 Sat, 06 Sep at 10:00 am Malden Park

OLD GEMS—Reimagined

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

Johnny Reid at The Colosseum at Caesars Windsor

 Fri, 03 Oct at 08:00 pm The Colosseum at Caesars Windsor

Aqua (19+)

 Sat, 27 Sep at 12:00 am The Colosseum at Caesars Windsor

Austin Meade in Windsor

 Sat, 20 Sep at 04:00 pm Hoedown Hill

Loviet / Huttch at Meteor

Thu, 18 Sep at 08:00 pm Meteor

Taste the Music: Casablanca

 Fri, 10 Oct at 06:00 pm Fogolar Furlan

The Beatles & Beyond Tour — Windsor, ON

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

All Things REI: September Property Tour & Meet Up

 Thu, 11 Sep at 06:00 pm 3216 Manchester Rd, Windsor, ON N9C 1X9, Canada

AQUA 2025 Canada Tour

 Fri, 26 Sep The Colosseum at Caesars Windsor

Jo Koy

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