| Midnight Train | David Rawlings | 3:18 | |
| The Oil Rigs at Night | The Delines | 4:23 | |
| Frisco Depot | Mickey Newbury | 3:44 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| Believe (feat. Mary Gauthier) | Homesick Hank, Mary Gauthier | 5:33 | |
| Pale Blue Eyes | Alejandro Escovedo | 6:15 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Train to Jackson | Jeffrey Foucault | 4:17 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| The Trip | Dave Rawlings Machine | 10:55 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Into the Sunlight | Malcolm Holcombe | 2:28 | |
| One Red Rose | Jeffrey Foucault | 3:17 | |
| When You Walk On | Eliza Gilkyson | 3:19 | |
| My List | Shelby Lynne, Allison Moorer | 2:52 | |
| The Sun Fades The Color Of Everything | Mary Gauthier | 3:23 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Ramblin' Boy | Tom Paxton | 3:58 | |
| Isn't That So | Jesse Winchester | 2:25 | |
| Station Blues | Pieta Brown, Chad Cromwell | 3:14 | |
| 1952 Vincent Black Lightning | Red Molly | 5:10 | |
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| Table For One | Courtney Marie Andrews | 3:59 | |
| When the Nights Are Cold | Joe Ely | 2:53 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| You Can't Save Everybody (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:12 | |
| The Long Black Veil (with Mick Jagger) | The Chieftains, Mick Jagger | 3:37 | |
| All My Money On You | Diana Jones | 3:09 | |
| Still Not Home | Tift Merritt | 3:48 | |
| River Song | Tom Rush | 3:56 | |
| It's Her Love | Mary Gauthier | 4:18 | |
| Old Shoes | Tom Waits | 4:25 | |
| Indian Queens | Nick Lowe | 3:52 | |
| The Brand New Tennessee Waltz | Jesse Winchester | 3:08 | |
| Blue River | Eric Andersen | 4:45 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| Different Kind Of Gone | Mary Gauthier | 3:41 | |
| Do It | Jesse Winchester | 1:27 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| Cross of Flowers | Jeffrey Foucault | 4:21 | |
| Houdini Didn't Like the Spiritualists (feat. Shannon McNally) | Terry Allen, The Panhandle Mystery Band, Shannon McNally | 4:04 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Walking The Floor Over You | Teddy Thompson | 2:24 | |
| She Never Spoke Spanish To Me - 2022 Remaster | Joe Ely | 3:33 | |
| Change Of Heart | Teddy Thompson | 3:05 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| Tonight Will Be Fine | Teddy Thompson | 3:36 | |
| Northern Girl | Cheryl Wheeler | 3:46 | |