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What's On in Windsor

2026-10-14 to 2026-12-13 — the next 60 days.

Windsor, Canada

Sun, Oct 18 · 19:30

The Black Keys: PEACHES 'N KREAM

The Colosseum at Caesars Windsor · Rock

Sun, Oct 18 · 19:30

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

The Colosseum at Caesars Windsor · Rock

Fri, Nov 6 · 20:00

Alice Cooper - Alice's Attic Tour | Caesars Ticket + Hotel Packages

The Colosseum at Caesars Windsor · Rock

Fri, Nov 6 · 20:00

Alice Cooper - Alice's Attic Tour

The Colosseum at Caesars Windsor · Rock

Sat, Nov 7 · 20:00

Mitchell Tenpenny: Speed of Light | Caesars Ticket + Hotel Packages

The Colosseum at Caesars Windsor · Country

Sat, Nov 7 · 20:00

Mitchell Tenpenny: Speed of Light Tour 2026

The Colosseum at Caesars Windsor · Country

Sat, Nov 14 · 20:00

Josh Ross: Later Tonight Tour | Caesars Ticket + Hotel Packages

The Colosseum at Caesars Windsor · Country

Sat, Nov 14 · 20:00

Josh Ross: Later Tonight Tour

The Colosseum at Caesars Windsor · Country

Thu, Nov 19 · 20:00

Lee Brice: Sunriser Tour

The Colosseum at Caesars Windsor · Country

Thu, Nov 19 · 20:00

Lee Brice: Sunriser Tour | Caesars Ticket + Hotel Packages

The Colosseum at Caesars Windsor · Country

Fri, Nov 20 · 19:30

Dean Brody & The Reklaws | Caesars Ticket + Hotel Packages

The Colosseum at Caesars Windsor · Country

Fri, Nov 20 · 19:30

Dean Brody & The Reklaws "Hometown Heroes" Tour

The Colosseum at Caesars Windsor · Community/Civic

Thu, Dec 3 · 20:00

Cirque Musica Holiday | Official Caesars Ticket + Hotel Packages

The Colosseum at Caesars Windsor · Performance Art

Thu, Dec 3 · 20:00

Cirque Musica Holiday Wonderland

The Colosseum at Caesars Windsor · Performance Art

Thu, Dec 3 · 20:00

Cirque Musica Holiday Wonderland - VIP Pre-show Tour Add-on

The Colosseum at Caesars Windsor · Event

Fri, Dec 4 · 20:00

The Tenors: Season Of Hope Tour

The Colosseum at Caesars Windsor · Pop

Fri, Dec 4 · 20:00

The Tenors | Official Caesars Ticket + Hotel Packages

The Colosseum at Caesars Windsor · Pop

Where else to look

EventbriteFestivals, markets, local one-offs. TicketmasterConcerts, sport, big venues. Attractions & skip-the-lineMuseums, landmarks and timed entry, bought before you queue. Trip.com attractionsTickets and tours, strongest across Asia. BandsintownLive music, including the small rooms.

Price a trip to Windsor →

Or see the forecast, photographs and places to stay in Windsor.