Explore Windsor

Happening Next in Windsor

Name: Disco & Villians Present: The 10th Annual Rocky Horror Screening & Drag Show (Disco’s 10th Rocky)
Start: 2026-10-16
End: 2026-10-16
Location: VillainsBeastro Windsor

Upcoming Live Music Events

The Black Keys

The Colosseum At Caesars Windsor 17 Oct 2026

TRIPS-ADVENTURES

The Black Keys at The Colosseum at Caesars Windsor

The Colosseum at Caesars Windsor 18 Oct 2026

TRIPS-ADVENTURES

UB40 | Caesars Ticket + Hotel Packagess

The Colosseum at Caesars Windsor 2 Oct 2026

MUSIC

View More Live Music Events

Upcoming Comedy Events

Jimmy Carr: Laughs Funny

8787 McHugh Street, Windsor, ON, Canada, Ontario N8S 0A1 13 Oct 2026

COMEDY

Bert Kreischer at The Colosseum at Caesars Windsor

The Colosseum at Caesars Windsor 1 Oct 2026

TRIPS-ADVENTURES

Jimmy Carr

WFCU Centre 12 Oct 2026

TRIPS-ADVENTURES

View More Comedy Events

Upcoming Festivals Events

Whisky Weekend - October 3rd, 2026

J.P. Wiser's Experience 3 Oct 2026

FITNESS CAD 10 TO 125

Canadian Famous Comedy Tour LIVE at The Tipsy Toucan (Oct 3rd)

The Tipsy Toucan 3 Oct 2026

FITNESS CAD 28

Windsor Firefighter's Chilifest 2026

Hellenic Cultural Centre Windsor 2 Oct 2026

NONPROFIT

View More Festivals Events

Upcoming Trick Or Treat Events

The Fright Crawl | Windsor Halloween Day Bar Crawl 2026 | Sat, Oct 31

TBA 31 Oct 2026

FITNESS CAD 9 TO 80

Haunt the Haunts Trick-or-Treat 2026

Windsor, Ontario, Canada 10 Oct 2026

HALLOWEEN

Hallowoof Fun Run & Walk

4200 Malden Rd, Windsor, ON N9C, Canada 25 Oct 2026

CHARITIES

View More Trick Or Treat Events

Upcoming Bar Crawls Events

The Fright Crawl | Windsor's Hottest Halloween Bar Crawl 2026 | Fri, Oct 30

The Thirsty Butler 30 Oct 2026

FITNESS CAD 9 TO 80

The Fright Crawl | Windsor's #1 Halloween Bar Crawl 2026 | Sat, Oct 31

Bourbon Tap & Grill 31 Oct 2026

FITNESS CAD 9 TO 92

Halloween Club Crawl Windsor

Disco Inferno, Wild Child, Treehouse, GOAT Walkerville 29 Oct 2026

HALLOWEEN

View More Bar Crawls Events

Upcoming Pop-Ups Events

Urban Art Market Maker POP up

548 Chilver, Windsor, ON, Canada, Ontario 18 Jul 2026

POP-UPS

RAW Evolution: Fashion show + Pop-Up Event

2879 Riverside Dr E 4 Oct 2026

FITNESS CAD 10 TO 44

Opportunity Bridal - Wedding Dress Sale - Windsor

Giovanni Caboto Club 1 Nov 2026

POP-UPS CAD 0 TO 54

View More Pop-Ups Events

Upcoming Food & Drinks Events

Whisky Weekend Kickoff Masterclass - October 2nd, 2026

J.P. Wiser's Experience 2 Oct 2026

FOOD-DRINKS CAD 99

Sunset Dinner Cruise

78 Riverside Dr W, Windsor, ON, Canada, Ontario N9A 2S4 10 Oct 2026

FOOD-DRINKS

Whisky Weekend - October 4th, 2026

J.P. Wiser's Experience 4 Oct 2026

FITNESS CAD 10 TO 125

View More Food & Drinks Events

Trending Events in Windsor

WINDSOR SINGLES, Stand up comedy and matchmaking

138 University Ave W 16 Oct 2026

COMEDY CAD 7 TO 23

UB40 at The Colosseum at Caesars Windsor

The Colosseum at Caesars Windsor 2 Oct 2026

CALENDAR

Twisted Sister & Sebastian Bach

The Colosseum At Caesars Windsor 9 Oct 2026

CONTESTS

London Knights at Windsor Spitfires

WFCU Centre 19 Sep 2026

TRIPS-ADVENTURES

The Black Keys with Jeremie Albino (19+)

The Colosseum at Caesars Windsor 18 Oct 2026

CALENDAR

Jimmy Carr at WFCU Centre

WFCU Centre 13 Oct 2026

CALENDAR

Twisted Sister at The Colosseum at Caesars Windsor

The Colosseum at Caesars Windsor 10 Oct 2026

ABBA vs Queen by Candlelight | Glenwood United Church | Windsor

Glenwood United Church 3 Oct 2026

FITNESS CAD 20 TO 65

The Black Keys: PEACHES 'N KREAM | Caesars Ticket + Hotel Packages

The Colosseum at Caesars Windsor 18 Oct 2026

MUSIC

Dear Evan Hansen at Capitol Theatre

Capitol Theatre 9 Oct 2026

ART

Twisted Sister with Sebastian Bach on vocals (19+)

The Colosseum at Caesars Windsor 10 Oct 2026

TRIPS-ADVENTURES

Windsor Zombie Walk & Parade 2026

Ouellette Avenue, Windsor, Ontario 3 Oct 2026

NONPROFIT

Windsor Spitfires vs. Oshawa Generals

WFCU Centre 10 Oct 2026

SPORTS

Whiskey Myers at The Colosseum at Caesars Windsor

The Colosseum at Caesars Windsor 8 Oct 2026

Disco & Villians Present: The 10th Annual Rocky Horror Screening & Drag Show (Disco’s 10th Rocky)

VillainsBeastro Windsor 16 Oct 2026

ENTERTAINMENT

Browse by category

More things to do in Windsor