Kris Kristofferson joined his peers Johnny Cash, Willie Nelson, and Waylon Jennings to form the country music supergroup the Highwaymen.

When the Highwaymen recorded “Desperados Waiting for a Train,” written by visionary songwriter Guy Clark, who died in 2016, the supergroup of Johnny Cash, Willie Nelson, Waylon Jennings, and ...

Some might argue they are country music," Holmes said in his introduction, before going on to grill the Highwaymen about ...

In his 1996 memoir Waylon: An Autobiography, Jennings said that they first got together in 1984 while working on an annual Christmas special in Switzerland, and after gathering in a hotel room after ...

In advance of York’s Highwaymen “Songs & Stories” show at City Winery’s Haymarket Lounge Nov. 20, he talked to Boston.com about his unexpected career turn, and what’s next for his new music.

The music of Johnny Cash, Willie Nelson, Waylon Jennings and Kiris Kristofferson will be heard during "The Highwaymen Live" show coming up on April 10 at the Heider Center.

Dear listeners, I’m a sucker for anything remotely related to country music’s outlaw movement, and I recently tore through the audiobook of Brian Fairbanks’s tome “Willie, Waylon, and the ...

Following their sophomore album "Highwayman 2" in 1990, The Highwaymen released their final album, "The Road Goes on Forever," in 1995. "He was a great songwriter," Nelson told AP of Kristofferson.

Willie Nelson, Waylon Jennings, Johnny Cash and Kris Kristofferson were some of the best-known outlaws in country music history, so why were they drinking 7-Up backstage?

Following their sophomore album "Highwayman 2" in 1990, The Highwaymen released their final album, "The Road Goes on Forever," in 1995. "He was a great songwriter," Nelson told AP of Kristofferson.