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Madeline Edwards

7 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

31 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

29 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

14 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

29 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

28 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

Fri, 4:00 PM Jun 20 2025	Outlaw - Willie Nelson, Bob Dylan, Nathaniel Rateliff & More Pine Knob Music Theatre - Clarkston, MI	tickets $294
Sat, 5:00 PM Jun 21 2025	Outlaw - Willie Nelson, Bob Dylan, Nathaniel Rateliff & More Blossom Music Center - Cuyahoga Falls, OH	$34
Sun, 3:45 PM Jun 22 2025	Outlaw - Willie Nelson, Bob Dylan, Nathaniel Rateliff & More Riverbend Music Center - Cincinnati, OH	$43