Windsor Live Music Events

Live Music Happening Next in Windsor, ON

Bryan Adams, The Sheepdogs in Windsor

The Colosseum at Caesars Windsor 5 Oct 2025
ENTERTAINMENT

Sarah McLachlan, Tiny Habits in Windsor

The Colosseum at Caesars Windsor 25 Oct 2025
CONCERTS

Halloween Town Popup

WindsorEats 3 Oct 2025
HALLOWEEN

Johnny Reid at The Colosseum at Caesars Windsor

The Colosseum at Caesars Windsor 3 Oct 2025
TRIPS-ADVENTURES

Il Divo, Simply Three in Windsor

The Colosseum at Caesars Windsor 10 Oct 2025
CONCERTS

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

Giovanni Caboto Club 21 Nov 2025
MUSIC CAD 44 TO 108

The Beatles & Beyond Tour — Windsor, ON

Giovanni Caboto Club 21 Nov 2025
MUSIC

Live in Windsor ON the Coldplay eXperience

The Cherry Rock Lounge 17 Oct 2025

Swifties Unite for Jaida – Live Taylor Tribute + Fan Experience

Fogolar Furlan Club of Windsor 9 Nov 2025
NONPROFIT

Cherry Garcia Band at The Cherry Rock Lounge

The Cherry Rock Lounge 18 Oct 2025
MUSIC

Handbags for Housing

Giovanni Caboto Club 30 Oct 2025
CONTESTS

Sarah McLachlan: Fumbling Towards Ecstasy 30th Anniversary Tour

The Colosseum at Caesars Windsor 25 Oct 2025
MUSIC

Sarah McLachlan at The Colosseum at Caesars Windsor

The Colosseum at Caesars Windsor 25 Oct 2025
TRIPS-ADVENTURES

Arts Collective Theatre presents: EVITA

121 University Ave W, Windsor, ON N9A, Canada 3 Oct 2025
ART

Live in Windsor ON

The Cherry Rock Lounge 29 Nov 2025

Whitney K / Tea Leaves at Meteor

Meteor 15 Nov 2025
MUSIC

Eric Giri Musical Night

Nepali Palace Restaurant & Bar 11 Oct 2025
MUSIC

Taste the Music: Casablanca

Fogolar Furlan 15 Nov 2025
ENTERTAINMENT

100th Anniversary Gala

2175 Parent Avenue, Windsor, ON, Canada, Ontario N8X 4K2 1 Nov 2025
WORKSHOPS

Lowest Of The Low at Meteor

Meteor 29 Nov 2025
MUSIC

Johnny Reid

The Colosseum At Caesars Windsor 2 Oct 2025

Hotel California at Chrysler Theatre

Chrysler Theatre 4 Oct 2025
ART

New Year’s Eve Celebration

201 Riverside Dr W, Windsor, ON, Canada 31 Dec 2025
PERFORMANCES

Walk Right Back - The Everly Brothers Story

The Chrysler Theatre 3 Oct 2025
MUSIC

Gunslingers - The music of Guns n' Roses

The Cherry Rock Lounge 22 Nov 2025
MUSIC

Rick Labonte and The Band of Brothers

The Cherry Rock Lounge 3 Oct 2025
MUSIC

Shawn Desman at The Colosseum at Caesars Windsor

The Colosseum at Caesars Windsor 6 Dec 2025
TRIPS-ADVENTURES

The Tea Party, Headstones & Finger Eleven

The Colosseum at Caesars Windsor 10 Dec 2025
MUSIC

Día de los Muertos (Day of the Dead)

400 Erie Street East, Windsor, ON, Canada, Ontario N9A 3X4 1 Nov 2025
DAY-OF-THE-DEAD

Bryan Adams at The Colosseum at Caesars Windsor

The Colosseum at Caesars Windsor 5 Oct 2025
TRIPS-ADVENTURES

IL Divo at The Colosseum at Caesars Windsor

The Colosseum at Caesars Windsor 10 Oct 2025

Rose City Rockers - A Tribute to the Heroes of Rock

The Cherry Rock Lounge 11 Oct 2025

Dreamer - The Supertramp Experience

Chrysler Theatre 17 Oct 2025
ART

Windsor's Forgotten Musical Legends

Chimczuk Museum Inc 8 Nov 2025
LIVE-MUSIC

Annual Fall Wellness Fair

3640 Wells St., Windsor, ON, Canada, Ontario N9C 1T9 19 Oct 2025
HEALTH-WELLNESS

Matthew Good at The Colosseum at Caesars Windsor

The Colosseum at Caesars Windsor 20 Nov 2025
TRIPS-ADVENTURES

Disco & Motown with the Windsor Symphony Orchestra

Capitol Theatre Windsor 22 Nov 2025
ENTERTAINMENT

CROSSROADS live at the Royal Canadian Legion 644

Royal Canadian Legion, Ambassador & Walkerville Branch 644 Windsor, Ontario 15 Nov 2025

2nd Annual LPA Halloween Party!

Royal Canadian Legion 5048 Howard Ave Tecumseh, on 1 Nov 2025
ENTERTAINMENT

Benefit Concert for Derrick Gibson

Dominion House Tavern (The DH) 4 Oct 2025
MUSIC

Fine Balance Tap Takeover

1093 drouillard road, Windsor, ON, Canada, Ontario N8y 2p9 25 Oct 2025
MUSIC

Classic Elton in Windsor

The Chrysler Theatre 22 Jan 2026
MUSIC

SCREAM QUEENS ... A MUSICAL HAUNTED HOUSE | 5PM

Willistead Manor 22 Oct 2025
HALLOWEEN CAD 17 TO 28

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

89 university ave west, Windsor, ON, Canada, Ontario 30 Dec 2025
COMEDY

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

89 university ave west, Windsor, ON, Canada, Ontario 31 Dec 2025
COMEDY

Gerry Dee at The Colosseum at Caesars Windsor

The Colosseum at Caesars Windsor 17 Oct 2025
TRIPS-ADVENTURES

MATTHEW GOOD AND HIS BAND with I MOTHER EARTH

The Colosseum at Caesars Windsor 20 Nov 2025
MUSIC

Wheel of Fortune LIVE at The Colosseum at Caesars Windsor

The Colosseum at Caesars Windsor 9 Oct 2025
TRIPS-ADVENTURES

Shawn Desman

The Colosseum at Caesars Windsor 6 Dec 2025
MUSIC

The Tenors: Joy To The World Tour

The Colosseum at Caesars Windsor 28 Nov 2025
MUSIC

Voyage - Celebrating The Music Of Journey

The Colosseum at Caesars Windsor 7 Nov 2025
MUSIC

Voyage - Celebrating The Music Of Journey

The Colosseum at Caesars Windsor 8 Nov 2025
TRIPS-ADVENTURES

Johnny Reid

The Colosseum at Caesars Windsor 3 Oct 2025
MUSIC

Bryan Adams - Roll with the Punches Tour

The Colosseum at Caesars Windsor 5 Oct 2025
MUSIC

Late Show Presented by Windsor Comedy Club

Craft Heads Brewing Company 4 Oct 2024
COMEDY FREE

The Tenors

The Colosseum at Caesars Windsor 29 Nov 2025
TRIPS-ADVENTURES CAD 28 TO 63

Bryan Adams with The Sheepdogs

The Colosseum at Caesars Windsor 6 Oct 2025
TRIPS-ADVENTURES