The Black Keys
18 Oct
Windsor
Concerts & events in Windsor
There's something on in Windsor almost all year round: currently 34 upcoming events across one venue, with dates through January 2027.
Every date takes place at a single venue — The Colosseum at Caesars Windsor, with 34 announced shows. One home venue means a reliable schedule across the whole season.
From big arenas to small clubs, the programme spans 1 venues in and around Windsor — concerts, comedy, theatre and family shows.
Below you'll find the full schedule for Windsor. Filter by date, compare the listings and book each event directly with the official ticket seller — the final price including fees is shown on the seller's site.
20 events
Alice Cooper
6 Nov
Windsor
Mitchell Tenpenny
7 Nov
Windsor
Josh Ross
14 Nov
Windsor
Lee Brice
19 Nov
Windsor
Dean Brody & The Reklaws | Caesars Ticket + Hotel Packages
Fri 20 Nov · 7:30 p.m.
The Colosseum at Caesars Windsor · Windsor
Dean Brody & The Reklaws "Hometown Heroes" Tour
Fri 20 Nov · 7:30 p.m.
The Colosseum at Caesars Windsor · Windsor
Cirque Musica Holiday Wonderland
3 Dec
Windsor
The Tenors
4 Dec
Windsor
Kim Mitchell
17 Dec
Windsor
Marianas Trench
8 Jan
Windsor
Colin Mochrie & Asad Mecci: HYPROV - Improv Under Hypnosis
Fri 15 Jan · 8:00 p.m. Canceled
The Colosseum at Caesars Windsor · Windsor
Blue Rodeo
16 Jan
Windsor
Hairball
Fri 29 Jan · 8:00 p.m.
The Colosseum at Caesars Windsor · Windsor
The Sheepdogs Out All Night Tour With Blackberry Smoke
Fri 19 Feb · 8:00 p.m.
The Colosseum at Caesars Windsor · Windsor
Air Supply
7 Mar
Windsor
Alan Doyle With Special Guest Mary Frances
Fri 12 Mar · 8:00 p.m.
The Colosseum at Caesars Windsor · Windsor
Roger Waters Presents LEGACY - A Pink Floyd Show
Sat 13 Mar · 8:00 p.m.
The Colosseum at Caesars Windsor · Windsor
Theory of a Deadman
17 Mar
Windsor
SLASH ft. Myles Kennedy and The Conspirators - Flying Blind World Tour
Fri 7 May · 8:00 p.m.
The Colosseum at Caesars Windsor · Windsor
Frequently asked questions
How many events are on in Windsor?
There are currently 34 upcoming events across one venue, with dates through January 2027.
Where do the events take place?
At a single venue — The Colosseum at Caesars Windsor (34 dates).
What kinds of events are there?
A broad programme: concerts and live music, comedy, theatre, family shows and special one-off dates.
How do I buy tickets?
Pick an event, open its page and book directly with the official ticket seller. The final price including all fees is shown there — OnStage adds nothing on top.