| Frisco Depot | Mickey Newbury | 3:44 | |
| Ridin' That Midnight Train | Ralph Stanley, Friends, Iris DeMent | 2:37 | |
| The Juarez Device (aka Texican Badman) | Terry Allen | 1:22 | |
| The Way I Should | Iris DeMent | 4:26 | |
| Drunkard's Dream | Gene Parsons | 2:41 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| I'm Gonna Fly | Kimmie Rhodes | 3:57 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| What of Alicia | Terry Allen | 5:03 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| Yuma - Remastered | Justin Townes Earle | 3:05 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| Who's Gonna Take the Garbage Out (feat. Iris DeMent) | John Prine, Iris DeMent | 2:41 | |
| The Iowa Waltz | Greg Brown | 3:56 | |
| I Can't Help but Wonder Where I'm Bound | Tom Paxton | 3:41 | |
| I Never Heard You Say | Kimmie Rhodes | 5:38 | |
| Dead Skunk | Loudon Wainwright III | 3:05 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
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| Long I Ride | Robbie Fulks | 3:19 | |
| I'm Bound for the Mountains and the Sea | Tom Paxton | 3:04 | |
| Brother's Keeper | Malcolm Holcombe, Iris DeMent | 2:43 | |
| I Am a Pilgrim | The Byrds | 3:39 | |
| East of Eden | Tom Rush | 3:29 | |
| Walking Down the Line | Eilen Jewell | 3:37 | |
| Let's Leave This Town | Chip Taylor, Carrie Rodriguez | 3:23 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Miller's Cave | The International Submarine Band | 2:48 | |
| Fifty Miles of Elbow Room | Iris DeMent | 3:12 | |
| It Is What It Is | Malcolm Holcombe, Iris DeMent | 5:00 | |
| Willin' | Richard Shindell | 3:15 | |
| Waitin' for the Hard Times to Go | Jim Ringer | 3:25 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
| Kentucky, February 27, 1971 | Tom T. Hall | 3:16 | |
| Who Will Watch The Home Place? | Laurie Lewis | 5:28 | |
| Why Don't You Love Me | The Secret Sisters | 2:19 | |
| Slow Train Through Georgia | Norman Blake | 4:07 | |
| Blackbird | Mary McCaslin | 2:25 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | |
| Green Green Grass Of Home | The Flying Burrito Brothers | 4:03 | |
| No Love At All | T Bone Burnett | 2:54 | |
| My Heart Skips A Beat | The Secret Sisters | 2:23 | |
| Sweetheart, Darlin' Of Mine | Claire Lynch | 3:05 | |
| Keep Your Distance | Buddy & Julie Miller | 3:49 | |
| Wayfarin' Stranger | Tom Russell, Iris DeMent | 1:10 | |
| My World Is Empty Without You Babe | Mary McCaslin | 3:22 | |