| # | Titolo | Artista | Valutazione | Durata |
|---|
| 1 | Ruby. Don’t Take Your Love to Town | Kenny Rogers | 3.65 | 2:58 |
| 2 | It’s Five O’Clock Somewhere | Alan Jackson & Jimmy Buffett | 4 | 3:50 |
| 3 | He Stopped Loving Her Today | George Jones | 5 | 3:17 |
| 4 | I Recall a Gypsy Woman | Don Williams | 3 | 3:24 |
| 5 | She Used to Love Me a Lot | David Allan Coe | 4 | 3:04 |
| 6 | Don’t It Make My Brown Eyes Blue | Crystal Gayle | 4.4 | 2:32 |
| 7 | Blanket on the Ground | Billie Jo Spears | | 3:31 |
| 8 | Coal Miner’s Daughter | Loretta Lynn | 4 | 3:00 |
| 9 | Angel of the Morning | Juice Newton | 4.35 | 4:10 |
| 10 | Passionate Kisses | Mary Chapin Carpenter | 4 | 3:22 |
| 11 | 500 Miles Away From Home | Bobby Bare | 3.5 | 2:43 |
| 12 | Song of the South | Alabama | 3.85 | 3:11 |
| 13 | Are You Sure Hank Done It This Way | Waylon Jennings | | 2:55 |
| 14 | Leader of the Band | Dan Fogelberg | 2 | 4:17 |
| 15 | I Think I’ll Just Stay Here and Drink | Merle Haggard | | 3:39 |
| 16 | Highwayman- registrata a:
- Nashville, Tennessee, Stati Uniti (il 1984-10-03)
- assistente tecnico:
- Ken Criblez e Larry Greenhill
- tecnico:
- David Cherry e Chips Moman
- produttore:
- Chips Moman
- armonica (a bocca) :
- Mickey Raphael (il 1984-10-03)
- basso :
- Mike Leech (il 1984-10-03) e Jimmy Tittle (il 1984-10-03)
- batteria :
- Gene Chrisman (il 1984-10-03)
- chitarra :
- Paul Davis (il 1984-10-03), Waylon Jennings (il 1984-10-03), Kris Kristofferson (il 1984-10-03), Chips Moman (il 1984-10-03), Willie Nelson (il 1984-10-03) e Johnny Rodriguez (il 1984-10-03)
- mandolino :
- Marty Stuart (il 1984-10-03)
- tastiera :
- Paul Davis (il 1984-10-03), Bobby Emmons (il 1984-10-03) e Bobby Wood (il 1984-10-03)
- voce:
- Johnny Cash (il 1984-10-03), Waylon Jennings (il 1984-10-03), Kris Kristofferson (il 1984-10-03) e Willie Nelson (il 1984-10-03)
- voce di accompagnamento:
- Johnny Cash (il 1984-10-03), Paul Davis (il 1984-10-03), Waylon Jennings (il 1984-10-03), Kris Kristofferson (il 1984-10-03), Chips Moman (il 1984-10-03), Willie Nelson (il 1984-10-03) e Johnny Rodriguez (il 1984-10-03)
- esecutore:
- Johnny Cash , Waylon Jennings , Kris Kristofferson e Willie Nelson
- diritti fonografici (℗) detenuti da:
- CBS Records Inc. (nel 1985), CBS, Inc. (nel 1985), Sony BMG Music Entertainment (nel 1985), Sony Music Entertainment (nel 1985) e Sony Music Entertainment Inc. (nel 1985, nel 2003)
- registrata presso:
- Moman's Recording Studio in Nashville, Tennessee, Stati Uniti (il 1984-10-03) e Woodland Sound Studios in Nashville, Tennessee, Stati Uniti (il 1984-10-03)
- parte di:
- Grammy Award: Best Country Performance by a Duo or Group nominees (numero: 1986)
- registrazione cover di:
- The Highwayman (il 1984-10-03)
- paroliere e compositore:
- Jimmy Webb
- editore:
- White Oak Songs
- registrazione di:
- The Highwayman
- paroliere e compositore:
- Jimmy Webb
- editore:
- White Oak Songs
| The Highwaymen | 4.45 | 3:03 |
| 17 | Walk a Mile in My Shoes | Joe South | | 4:07 |
| 18 | The Night They Drove Old Dixie Down | The Band | 4.4 | 3:31 |
| 19 | It’s Hard to Be Humble (live) | Mac Davis | | 4:21 |
| 20 | Convoy | C.W. McCall | 5 | 3:50 |