| # | Title | Artist | Rating | Length |
|---|
| 1 | King of the Road | Roger Miller | 4.5 | 2:29 |
| 2 | The Most Beautiful Girl | Charlie Rich | | 2:42 |
| 3 | Devil Woman | Marty Robbins | | 2:52 |
| 4 | I Can Help | Billy Swan | | 4:02 |
| 5 | The Gambler | Bobby Bare | | 3:32 |
| 6 | Don’t Take Your Guns to Town | Johnny Cash | | 3:00 |
| 7 | Heroes | Johnny Cash & Waylon Jennings | 3 | 4:13 |
| 8 | A Whiter Shade of Pale | Willie Nelson | | 4:01 |
| 9 | Help Me Make It Through the Night | Kris Kristofferson | 4.5 | 2:24 |
| 10 | Oh Pretty Woman | Roy Orbison | | 2:58 |
| 11 | I’ll See You in My Dreams | Chet Atkins & Mark Knopfler | 2 | 3:00 |
| 12 | A Good Year for the Roses | George Jones | | 3:02 |
| 13 | Highwayman- recorded in:
- Nashville, Tennessee, United States (on 1984-10-03)
- assistant engineer:
- Ken Criblez and Larry Greenhill
- engineer:
- David Cherry and Chips Moman
- producer:
- Chips Moman
- bass:
- Mike Leech (on 1984-10-03) and Jimmy Tittle (on 1984-10-03)
- drums (drum set):
- Gene Chrisman (on 1984-10-03)
- guitar:
- Paul Davis (on 1984-10-03), Waylon Jennings (on 1984-10-03), Kris Kristofferson (on 1984-10-03), Chips Moman (on 1984-10-03), Willie Nelson (on 1984-10-03) and Johnny Rodriguez (on 1984-10-03)
- harmonica:
- Mickey Raphael (on 1984-10-03)
- keyboard:
- Paul Davis (on 1984-10-03), Bobby Emmons (on 1984-10-03) and Bobby Wood (on 1984-10-03)
- mandolin:
- Marty Stuart (on 1984-10-03)
- background vocals:
- Johnny Cash (on 1984-10-03), Paul Davis (on 1984-10-03), Waylon Jennings (on 1984-10-03), Kris Kristofferson (on 1984-10-03), Chips Moman (on 1984-10-03), Willie Nelson (on 1984-10-03) and Johnny Rodriguez (on 1984-10-03)
- vocals:
- Johnny Cash (on 1984-10-03), Waylon Jennings (on 1984-10-03), Kris Kristofferson (on 1984-10-03) and Willie Nelson (on 1984-10-03)
- performer:
- Johnny Cash , Waylon Jennings , Kris Kristofferson and Willie Nelson
- phonographic copyright (℗) by:
- CBS Records Inc. (in 1985), CBS, Inc. (in 1985), Sony BMG Music Entertainment (in 1985), Sony Music Entertainment (in 1985) and Sony Music Entertainment Inc. (in 1985, in 2003)
- recorded at:
- Moman's Recording Studio in Nashville, Tennessee, United States (on 1984-10-03) and Woodland Sound Studios in Nashville, Tennessee, United States (on 1984-10-03)
- part of:
- Grammy Award: Best Country Performance by a Duo or Group nominees (number: 1986)
- cover recording of:
- The Highwayman (on 1984-10-03)
- lyricist and composer:
- Jimmy Webb
- publisher:
- White Oak Songs
| The Highwaymen | 4.45 | 3:02 |
| 14 | The Eagle | Waylon Jennings | | 2:51 |
| 15 | The Devil Went Down to Georgia | The Charlie Daniels Band | 4.65 | 3:37 |
| 16 | Under the Gun | Kris Kristofferson & Willie Nelson | | 6:32 |