| White Freight Liner Blues | Townes Van Zandt | 4:17 | |
| If I Could Only Fly | Merle Haggard, Willie Nelson | 5:12 | |
| Out of the Snow - Remastered | Amazing Rhythm Aces | 3:37 | |
| The Long Black Veil | Lefty Frizzell | 3:08 | |
| Lover's Lullaby | Townes Van Zandt | 4:12 | |
| All American Singer | Zephaniah OHora | 3:57 | |
| Why Is My Day so Long | Donnie Fritts | 2:31 | |
| Blue Ridge Mtns. (Smoky Version) | Townes Van Zandt | 2:54 | |
| I Wish We Had Our Time Again | Todd Snider | 2:28 | |
| Give Back the Key to My Heart | Uncle Tupelo | 3:26 | |
| The Highway Callin' | Fred Eaglesmith | 4:34 | |
| Sad Songs and Waltzes | Cody Johnson, Willie Nelson | 3:32 | |
| Dublin Blues | Townes Van Zandt | 3:05 | |
| The Last Thing On My Mind | Doc & Merle Watson | 3:22 | |
| Frightened By The Sound | Justin Townes Earle | 3:45 | |
| Beyond the Stars (feat. Willie Nelson) | Tami Neilson, Willie Nelson | 3:20 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Carl Perkins' Cadillac | Drive-By Truckers | 5:26 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| Marie | Townes Van Zandt, Willie Nelson | 4:59 | |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
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| Lincoln Town | John Hiatt | 4:03 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| Death of the Last Stripper | Terry Allen, The Panhandle Mystery Band | 3:19 | |
| At My Window | Townes Van Zandt, Kathy Mattea | 4:18 | |
| Weight of the World | Western Centuries | 3:22 | |
| Sing to Me, Willie | Edie Brickell, Willie Nelson | 3:54 | |
| Blood Is Thicker Than Water | Shaver | 3:27 | |
| I Can't Let Go (Even Though I Set You Free) | Zephaniah OHora | 3:32 | |
| Rita Ballou | Guy Clark | 2:50 | |
| I Wanna Buy Your Truck | Fred Eaglesmith | 3:38 | |
| Everybody's Talkin' | Willie Nelson | 3:22 | |
| I'll Shut up Now (feat. Willie Nelson) | The Dirt Drifters, Willie Nelson | 4:03 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Blanco River Meditation #2 | Slaid Cleaves | 4:21 | |
| Things Ain't What They Used to Be (And Probably Never Was) | Larry Jon Wilson | 2:59 | |
| Racing in the Streets | Townes Van Zandt | 3:02 | |
| Maybe We'll Just Disappear | Kimmie Rhodes | 3:40 | |
| Where'd You Hide The Body | James McMurtry | 3:40 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Last Night I Had The Strangest Dream | Charles Lloyd, Willie Nelson | 4:48 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Hard To Be A Hippie | Billy Currington, Willie Nelson | 3:40 | |
| Kentucky, February 27, 1971 | Tom T. Hall | 3:16 | |
| Beer For My Horses | Toby Keith, Willie Nelson | 3:24 | |
| Got Me A Woman | Levon Helm | 3:12 | |
| Wayward Wind | Mary McCaslin | 3:29 | |
| Key Chain | Slaid Cleaves | 3:15 | |