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Madeline Edwards

12 concerts

California-born, Texas-raised Madeline Edwards blends jazz, soul, gospel, and country. Highlights include her Opry debut, Crashlanded album, and touring with Chris Stapleton.

Willie Nelson

32 concerts

Willie Nelson, born in Abbott, Texas, is a transformative figure in post-rock & roll country music. Known for hits like "Crazy" and "Blue Eyes Crying in the Rain," he popularized outlaw country with Waylon Jennings. His versatile style spans country, pop, jazz, and more. Nelson's Stardust album redefined traditional pop, while "On the Road Again" and "Always on My Mind" solidified his fame. Collaborating with legends like Johnny Cash, Merle Haggard, and more, Nelson remains a beloved icon, celebrated for his music and hippie lifestyle.

Waxahatchee

36 concerts

Katie Crutchfield, born in Alabama, is known for her project Waxahatchee. With six acclaimed albums, her evolving sound blends lo-fi folk and alt-country. Her poetic lyrics and Southern lilt shine through, earning her critical acclaim and collaborations. Having overcome personal struggles, she's reached new heights in songwriting, with her work known for its honesty and depth.

Sheryl Crow

19 concerts

Sheryl Crow, born in Kennett, Missouri, is an influential roots rock artist known for hits like "All I Wanna Do" and "If It Makes You Happy." Her debut, "Tuesday Night Music Club" (1993), and follow-up albums were critical successes. A versatile musician, Crow explored soul, R&B, and country, collaborating with stars like Michael Jackson and Eric Clapton. She received multiple Grammys, including Best New Artist and Record of the Year. Inducted into the Rock & Roll Hall of Fame in 2023, Crow is renowned for her enduring impact on mainstream rock music.

Bob Dylan

31 concerts

Bob Dylan, born in Duluth, Minnesota, emerged from the Greenwich Village folk scene in the early '60s. Known for his influential songwriting, he penned classics like "Blowin' in the Wind" and "Like a Rolling Stone." He revolutionized music with impressionistic lyrics and electrifying folk-rock. Dylan won Grammy Awards for albums like Love and Theft and received the Nobel Prize for Literature. He collaborated with the Band and the Traveling Wilburys, leaving a lasting mark with his profound musical storytelling and ceaseless tours, dubbed the "Never-Ending Tour."

Outlaw Music Festival

31 concerts

Concert Info

Genre: Country

Don't miss the Outlaw Music Festival concert in East Troy at Alpine Valley Music Theatre on Friday, September 19, 2025, at 4:20 PM, with Madeline Edwards, Willie Nelson, and more. Grab tickets before they’re gone!

Lineup is subject to change.

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Venue Info

Alpine Valley Music Theatre

2699 County Road D

More Upcoming Outlaw Music Festival Concerts

Thu, 4:00 PM May 22 2025	Outlaw Music Festival ONE Spokane Stadium - Spokane, WA	tickets $77
Sat, 2:40 PM May 24 2025	Outlaw - Willie Nelson, Bob Dylan, Billy Strings & Lake Street Dive Cascades Amphitheater - Ridgefield, WA	tickets $25
Sun, 2:40 PM May 25 2025	Outlaw - Willie Nelson, Bob Dylan, Billy Strings & Lake Street Dive Gorge Amphitheatre - George, WA	tickets $56

Outlaw Music Festival with Madeline Edwards, Willie Nelson, and more