There are two artists sharing this name;

1) The Highwaymen was an American country music supergroup, composed of four of the genre's biggest artists, known for their pioneering influence on the outlaw country subgenre: Johnny Cash, Waylon Jennings, Willie Nelson, and Kris Kristofferson. Active between 1985 and 1995, the group recorded three major label albums as The Highwaymen: two on Columbia Records and one for Liberty Records. Their Columbia works produced three chart singles, including the number one "Highwayman" in 1985.

Between 1996 and 1999, Nelson, Kristofferson, Cash, and Jennings also provided the voice and dramatization for the Louis L'Amour Collection, a four-CD box set of seven Louis L'Amour stories published by the HighBridge Company, although the four were not credited as "The Highwaymen" in this work.

Besides the four formal members of the group, only one other vocal recording artist appeared on a Highwaymen recording: Johnny Rodriguez, who provided Spanish vocal on "Deportee", a Woody Guthrie composition, from "Highwayman".

The four original members starred in a movie together: the 1986 film Stagecoach.

2) The Highwaymen were a collegiate folk group from the 1960s who had a significant impact on the folk scene of that time and remain famous for the song "Michael" and "Cotton Fields." Formed in 1958 while the band members were at college, the group broke up in 1964 after releasing eight albums and ten singles. They reunited in 1987, minus Chan Daniels (who died in 1975), for a concert for their 25th college reunion. Between then and 2009, the band has performed ten to twelve concerts a year. Today, two of the original five members (Steve Butts and Steve Trott) are still alive, with Dave Fisher dying on May 7, 2010, Gil Robbins (father of actor Tim Robbins) dying on April 5, 2011, and Bob Burnett dying on December 8, 2011. Read more on Last.fm. User-contributed text is available under the Creative Commons By-SA License; additional terms may apply.