Charley Crockett is bringing his unmistakable blend of country, blues, and Americana to Toronto—and we’ve got your way in.
We’re giving listeners the chance to win a pair of tickets to see Charley Crockett live on:
Date: March 2, 2026
Venue: HISTORY, Toronto
Doors open at 7:00 PM
All ages event
From his vintage sound to his modern outlaw energy, Charley Crockett puts on a show you don’t want to miss—and this is your shot to be there for free.
HOW TO ENTER
Simply submit your ballot entry below for your chance to win two tickets to the show.
About Charley
“Street busker turned critically acclaimed singer-songwriter turned actual country star” (Rolling Stone), Charley Crockett has never been someone who asked permission to take a shot at his dreams. Instead, the GRAMMY® Award-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 has paved a singular path out of Texas, taking his home state wherever he goes and bringing his signature “Gulf & Western” sound to the world. 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 in the last year alone, he notably headlined Red Rocks Amphitheater in Morrison, CO, twice, played the Hollywood Bowl in Los Angeles, CA, and sold out two nights at the Ryman Auditorium in Nashville, TN. Speaking to his impact, CBS Mornings chronicled his journey, and he’s sat down for interviews on The Daily Show and most recently The Joe Rogan Experience. Plus, he’s 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 less than five months later.
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No purchase necessary. Contest starts at 12:00 am on January 31 and closes at 12:00 pm on February 9, 2026 Open to legal residents of Ontario, Canada who are 18 years of age or older. Some restrictions apply. A winner of a Hot Country 88.5 contest, or a contest conducted, CHLO (CHLO AM530 Multilingual) or CFWC-FM (Hot Country 93.9 FM), within the ninety (90) days preceding the start of the Contest (including any individuals designated by such winners to take ownership of prizes) and individuals domiciled with such a winner are ineligible to enter and may be disqualified. Complete Contest Rules available at https://hotcountry885.ca/general-contest-rules-regulations