Midland will make a triumphant return to the Million Dollar Music Fest and the town of their roots. The multi-platinum, GRAMMY-nominated trio will bring their neotraditional blend of toe-tapping honkytonk and genre-bending country to Town Square for their first Jackson Hole appearance in three years. Making his Jackson Hole debut, John Michael Montgomery, another multi-platinum recording artist, with seven Country Music Association and Academy of Country Music awards, will bring his nineteen Top-5 hits, including seven #1’s to the Million Dollar Music Fest stage as part of his Road to Home Farewell Tour. Opening the show, fresh off her own sold-out headlining tour of Canada will be Tenille Townes, who made her Jackson debut at the 2024 Cowgirls at The Cowboy. Winner of two ACM awards and an astounding 15 Canadian Country Music Association Awards (including five times as Female Artist of the Year and one Entertainer of the Year), Townes will bring her country rock style that owes as much to Janis Joplin as Miranda Lambert. Cowboy Bar darling, Ashley Wineland will perform immediately following the show at the after-party inside The Cowboy Bar, beginning at 9 pm.

This year’s Kick-Off Show in The Cowboy Bar on Friday, May 23rd will feature breakout sensation John Morgan. His latest “Friends Like That” anthem with Jason Aldean has reached the top 10 on country charts and continues heading towards the top. He’s also toured with Riley Green, Chase Matthews, and Ernest and written hits for Thomas Rhett, Jon Pardi and Jason Aldean. A limited number of reserved seats will be available for $100, and General Admission tickets (dance floor open) are $25.

Million Dollar Music Fest is once again presented by The Cowboy Bar. It continues its mission to kick-off the summer season by attracting thousands to Town Square to celebrate Jackson’s western heritage and cowboy culture in grand Wyoming style. The family friendly Million Dollar Music Fest is free to the public, although a limited number of VIP tickets will be sold. VIP tickets and MDMF Kick-Off Show tickets will be available starting Wednesday, April 30, at www.cowboybarjh.com.