| # | Title | Artist | Length |
|---|
| 1 | On the Road Again | Willie Nelson | 2:36 |
| 2 | Roll On (Eighteen Wheeler) | Alabama | 4:10 |
| 3 | Detroit City | Bobby Bare | 2:49 |
| 4 | Six Days on the Road | Dave Dudley | 2:15 |
| 5 | Tennessee Homesick Blues | Dolly Parton | 3:22 |
| 6 | Life’s Highway | Steve Wariner | 3:17 |
| 7 | Let Somebody Else Drive | John Anderson | 2:33 |
| 8 | Thank God for Greyhound | Roy Clark | 2:39 |
| 9 | On the Road | Lee Roy Parnell | 4:40 |
| 10 | Road Song | Charlie Rich | 3:16 |
| 11 | Ramblin’ Fever | Merle Haggard | 3:10 |
| 12 | 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
| Johnny Cash feat. Waylon Jennings, Kris Kristofferson & Willie Nelson | 3:04 |
| 13 | Take a Little Trip | Alabama | 3:19 |
| 14 | I’m a Ramblin’ Man | Waylon Jennings | 2:47 |
| 15 | Ridin’ My Thumb to Mexico | Johnny Rodriguez | 2:09 |
| 16 | Midnight Hauler | Razzy Bailey | 3:12 |
| 17 | Letter Home | The Forester Sisters | 3:39 |
| 18 | Oklahoma Borderline | Vince Gill | 3:36 |
| 19 | Long Hard Road (The Sharecropper’s Dream) | Nitty Gritty Dirt Band | 3:22 |
| 20 | East Bound and Down | Jerry Reed | 2:46 |
