| # | Title | Artist | Rating | Length |
|---|
| 1 | Stand by Your Man | Tammy Wynette | | 2:38 |
| 2 | Talking in Your Sleep | Crystal Gayle | 2 | 2:53 |
| 3 | You Needed Me | Anne Murray | | 3:39 |
| 4 | All I Have to Do Is Dream | Bobbie Gentry and Glen Campbell | | 2:31 |
| 5 | Rocky Mountain High | John Denver | 3.8 | 4:42 |
| 6 | A Little Bit More | Dr. Hook | | 3:15 |
| 7 | Beautiful Crazy- assistant engineer:
- Dan Davis and Seth Morton
- engineer:
- Alex Gilson
- producer and mixer:
- Scott Moffatt
- acoustic guitar:
- Carl Miner
- bass guitar:
- Jimmie Lee Sloas
- drums (drum set) and percussion:
- Jerry Roe
- electric guitar:
- Scott Moffatt and Sol Philcox-Littlefield
- fiddle:
- Aubrey Haynie
- keyboard:
- Wil Houchens
- pedal steel guitar and steel guitar:
- Gary Morse
- background vocals:
- Scott Moffatt
- vocals:
- Luke Combs
- phonographic copyright (℗) by:
- River House Artists LLC (in 2018)
- mixed at:
- Travelling Home Studios
- engineered at:
- Blackbird Studio in Nashville, Tennessee, United States, Gold Cassette Studios in Nashville, Tennessee, United States and Southern Ground in Nashville, Tennessee, United States
- part of:
- Billboard Year-End Hot Country Songs of 2019 (number: 4), Billboard Decade End Chart: Hot Country Songs (number: 13), Billboard Year-End Hot 100 singles of 2019 (number: 46) and Top Songs of 2024: Global (number: 94)
- recording of:
- Beautiful Crazy
- writer:
- Luke Combs , Robert Williford and Wyatt B. Durrette III
| Luke Combs | 3.5 | 3:13 |
| 8 | The House That Built Me | Miranda Lambert | 3.5 | 3:55 |
| 9 | Coward of the County | Kenny Rogers | 4 | 4:19 |
| 10 | I Recall a Gypsy Woman | Don Williams | | 3:22 |
| 11 | Wagon Wheel | Darius Rucker | | 3:57 |
| 12 | Barefoot Blue Jean Night | Jake Owen | 4 | 2:49 |
| 13 | Alcohol | Brad Paisley | | 4:50 |
| 14 | Labelled With Love | Squeeze | | 4:30 |
| 15 | 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
- recording of:
- The Highwayman
- lyricist and composer:
- Jimmy Webb
- publisher:
- White Oak Songs
| The Highwaymen | 4.45 | 3:01 |
| 16 | Copperhead Road | Steve Earle | | 4:29 |
| 17 | Why Me | Kris Kristofferson | | 3:25 |
| 18 | Kentucky Rain | Elvis Presley | | 3:14 |
| 19 | Ring of Fire | Johnny Cash | | 2:34 |
| 20 | Walkin' After Midnight | Patsy Cline and The Jordanaires | | 1:59 |
| 21 | End of the World | Skeeter Davis | | 2:38 |