| Winter to Pry | The Deer | 4:34 | |
| It's Been A Long Time | Fred Eaglesmith | 2:52 | |
| Song For A Deck Hands Daughter | James McMurtry | 3:30 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| Legs to the Moon | Jeffrey Martin | 3:30 | |
| The Night Shift Lullaby | Magnolia Electric Co., Jason Molina | 4:33 | |
| Voice of Midnight | Slaid Cleaves | 3:55 | |
| I've Got a Name for the Newborn Child | Hiss Golden Messenger | 3:12 | |
| Señor | Gillian Welch, David Rawlings | 5:27 | |
| Billy Button | Jake Xerxes Fussell | 4:44 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Temporary | Slaid Cleaves | 3:02 | |
| I Do My Father's Drugs | Joe Pug | 2:48 | |
| Empire Builder | The Dead Tongues | 2:07 | |
| Little Rain | Hiss Golden Messenger | 3:52 | |
| This Land is Your Land | Amir ElSaffar, David Rawlings | 2:31 | |
| Ruby and Carlos | James McMurtry | 6:35 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Poor Man | Jeffrey Martin | 3:32 | |
| Blue Moon | Gold Star | 2:50 | |
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| When Will I Be Changed (feat. Bob Weir) | Josh Ritter, Bob Weir | 5:52 | |
| Always Lift Him Up And Never Knock Him Down | Willie Watson | 2:35 | |
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| Peaceful Ambassador | The Dead Tongues | 4:15 | |
| River In The Pines | The Deep Dark Woods | 6:15 | |
| From Me to You | Futurebirds | 2:43 | |
| Rexanimarum | Israel Nash | 4:59 | |
| Angeline | James McMurtry | 4:04 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Back Against the Wall | Son Volt | 3:27 | |
| To Be Young (Is To Be Sad, Is To Be High) | Dave Rawlings Machine | 3:48 | |
| Pass on By | Anders Osborne | 3:57 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Billy Burroughs | Jeffrey Martin | 3:55 | |
| Boundary County | Eilen Jewell | 3:45 | |
| Don't Skip Out on Me | Richmond Fontaine | 4:07 | |
| Rock Salt and Nails | Willie Watson | 3:47 | |
| After the Rain | Chuck Prophet | 3:35 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| All My Money On You | Diana Jones | 3:09 | |
| Virgin Guitar | John Craigie | 3:47 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Lonesome Whistle | Watchhouse | 3:40 | |
| Red, Red Rose | The Deep Dark Woods | 2:15 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| Desdemona | The Alternate Routes, Patty Griffin | 5:54 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |