| # | Title | Artist | Rating | Length |
|---|
| 1 | Crazy | Willie Nelson & Dave Matthews | | 4:01 |
| 2 | After the Fire Is Gone | Willie Nelson & Sheryl Crow | | 3:19 |
| 3 | Pancho and Lefty | Willie Nelson & Emmylou Harris | 4 | 4:29 |
| 4 | Till I Gain Control Again | Willie Nelson, Emmylou Harris & Rodney Crowell | | 3:55 |
| 5 | Me and Bobby McGee | Willie Nelson, Kris Kristofferson & Eric Church | | 3:44 |
| 6 | The Harder They Come | Willie Nelson & Jimmy Buffett | 3 | 3:49 |
| 7 | Always on My Mind- recording of:
- Always on My Mind
- writer:
- Johnny Christopher , Mark James and Wayne Carson Thompson
- publisher:
- Bike Music, Budde Songs Inc., Copyright Control , Lovolar Music, Peermusic (S.E. Asia) Ltd., Rose Bridge Music, Screen Gems, Screen Gems–EMI Music, Inc. and Sebanine Music
- sub-publisher:
- Chelsea Music Publishing Co., Ltd., EMI Music Publishing (Hong Kong) Ltd. and Screen Gems–EMI Music Ltd.
| Willie Nelson, Chris Stapleton & Derek Trucks | | 3:53 |
| 8 | Sing One With Willie | Willie Nelson & George Strait | | 4:37 |
| 9 | Good Hearted Woman | Willie Nelson & George Strait | | 3:03 |
| 10 | On the Road Again | Willie Nelson, Bobby Bare, Chris Stapleton, Dave Matthews, Derek Trucks, Emmylou Harris, Eric Church, George Strait, Jack Johnson, Jamey Johnson, Jimmy Buffett, Kris Kristofferson, Lee Ann Womack, Lukas Nelson, Lyle Lovett, Margo Price, Micah Nelson, Nathaniel Rateliff, Norah Jones, Ray Benson, Sheryl Crow, Steve Earle, Susan Tedeschi, The Avett Brothers, The Little Willies & Vince Gill | | 2:36 |
| 11 | Roll Me Up and Smoke Me When I Die | Willie Nelson, Bobby Bare, Chris Stapleton, Dave Matthews, Derek Trucks, Emmylou Harris, Eric Church, George Strait, Jack Johnson, Jamey Johnson, Jimmy Buffett, Kris Kristofferson, Lee Ann Womack, Lukas Nelson, Lyle Lovett, Margo Price, Micah Nelson, Nathaniel Rateliff, Norah Jones, Ray Benson, Sheryl Crow, Steve Earle, Susan Tedeschi, The Avett Brothers, The Little Willies & Vince Gill | | 2:14 |