Whiskey Myers w/ The Ransom Brothers | Caesars Ticket + Hotel Packages
Thu 8 Oct · 7:00 p.m.
The Colosseum at Caesars Windsor · Windsor
Country concerts in Windsor
Country in Windsor: currently 9 upcoming dates across one venue, scheduled from October 2026 to November 2026.
Every date takes place at a single venue — The Colosseum at Caesars Windsor, with 9 announced shows. One home venue means a reliable schedule across the whole season.
The line-up ranges from household names to newcomers — a single overview of every upcoming Country date in Windsor.
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.
9 events
Whiskey Myers Live w/ The Ransom Brothers
Thu 8 Oct · 7:00 p.m.
The Colosseum at Caesars Windsor · Windsor
Mitchell Tenpenny: Speed of Light Tour 2026
Sat 7 Nov · 8:00 p.m.
The Colosseum at Caesars Windsor · Windsor
Mitchell Tenpenny: Speed of Light | Caesars Ticket + Hotel Packages
Sat 7 Nov · 8:00 p.m.
The Colosseum at Caesars Windsor · Windsor
Josh Ross: Later Tonight Tour
Sat 14 Nov · 8:00 p.m.
The Colosseum at Caesars Windsor · Windsor
Josh Ross: Later Tonight Tour | Caesars Ticket + Hotel Packages
Sat 14 Nov · 8:00 p.m.
The Colosseum at Caesars Windsor · Windsor
Lee Brice: Sunriser Tour
Thu 19 Nov · 8:00 p.m.
The Colosseum at Caesars Windsor · Windsor
Lee Brice: Sunriser Tour | Caesars Ticket + Hotel Packages
Thu 19 Nov · 8:00 p.m.
The Colosseum at Caesars Windsor · Windsor
Dean Brody & The Reklaws | Caesars Ticket + Hotel Packages
Fri 20 Nov · 7:30 p.m.
The Colosseum at Caesars Windsor · Windsor
Frequently asked questions
How many Country events are on in Windsor?
Currently 9 upcoming dates across one venue, scheduled through November 2026.
Where do the events take place?
At a single venue — The Colosseum at Caesars Windsor (9 dates).
What can I expect from Country in Windsor?
Country from local and touring names — the full schedule is below.
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.