Charley Crockett

Charley Crockett has never been someone who asked permission to take a shot at his dreams. Instead, the Grammy-nominated Texas-born maverick defied the odds at every turn, tapping into a rebellious strain of country, rising from an open guitar case on a Louisiana sidewalk to selling out some of the world’s most renowned venues.

Crockett and his music have received praise from The New Yorker, The New York Times, Pitchfork, Rolling Stone, and Variety, and garnered hundreds of millions of streams. He picked up his first Grammy nod earlier this year, and has notably headlined Red Rocks Amphitheater twice, played the Hollywood Bowl, and sold out two nights at the Ryman Auditorium.

Crockett has graced the stage for performances on The Tonight Show Starring Jimmy Fallon, Austin City Limits, Jimmy Kimmel Live!, and CBS Saturday Sessions, in addition to playing behind NPR Music’s Tiny Desk.

With multi-Grammy Award-winning Shooter Jennings as co-producer, the same unapologetic spirit, diehard work ethic, and no-nonsense honesty drive Crockett’s latest era, resulting in The Sagebrush Trilogy. Beginning with his Island Records debut Lonesome Drifter in March 2025, the trilogy continues with new album Dollar A Day, out now.

Tickets go on sale Friday, October 31 at 10 AM online. Ticket purchases can be made on caesarswindsor.com or ticketmaster.ca. Tickets can also be purchased at the Box Office on Friday, Saturday, and Show Days from 1 PM to 9 PM.

For more information, visit caesarswindsor.com and stay tuned for further details. Guests must be 19 or older to attend concerts and enter the casino and all other outlets.