| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Harvest Moon Blues | Zoe Muth and the Lost High Rollers | 4:46 | |
| Warren and Whitney | Lynn Crossett | 3:16 | |
| Blow Me a Kiss | Blackie & The Rodeo Kings | 3:12 | |
| Rain | Charlie Parr | 6:07 | |
| Down in the Woods | Malcolm Holcombe | 3:24 | |
| Angeline | James McMurtry | 4:04 | |
| Death of the Last Stripper | Terry Allen, The Panhandle Mystery Band | 3:19 | |
| Five Hearts Breaking | Alejandro Escovedo | 4:10 | |
| Am I That Lonely Tonight? | Justin Townes Earle | 3:04 | |
| Still Not Home | Tift Merritt | 3:48 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| The Summer With No County Fair | Paddy Mills | 3:44 | |
| Down to the Well | Kevin Gordon | 4:10 | |
| Circus of Life | Kinky Friedman | 3:33 | |
| Covenant | Bottom of the World | 2:12 | |
| Go Out On the Road | Hurray For The Riff Raff | 4:18 | |
| There Is A Highway | Emanuel Wilson | 3:55 | |
| Sunday Morning | Elizabeth Cook | 3:12 | |
| October in the Railroad Earth | Tom Russell | 4:58 | |
| Houdini Didn't Like the Spiritualists (feat. Shannon McNally) | Terry Allen, The Panhandle Mystery Band, Shannon McNally | 4:04 | |
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| Angels of the Wind | Bottom of the World | 3:51 | |
| Road To Oblivion | Bow Thayer, Levon Helm | 4:17 | |
| Tear Stained Eye - 2015 Remaster | Son Volt | 4:20 | |
| Now It's Now Again | The Flatlanders | 3:33 | |
| The Help of Alcohol | John David Shook, Hot House | 2:40 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Queen of Them All | The Cactus Blossoms | 3:40 | |
| Winsome Smile | Chris Smither | 3:34 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Goin' Home | Malcolm Holcombe | 4:49 | |
| Santa Fe | Eilen Jewell | 4:32 | |
| Fare Thee Well | Roberto Teixeira, Osni Ribeiro | 3:19 | |
| Cantina Carlotta | Terry Allen, The Panhandle Mystery Band | 4:03 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| So Many Miles | Pieta Brown | 3:03 | |
| Highland Street Incident - Purple Version | Todd Snider | 6:51 | |
| In Your Hallway Again | Christopher K. Doyle | 2:58 | |
| It's Too Easy | Dave Rawlings Machine | 3:08 | |
| Heaven's Toll | Ramsay Midwood | 3:02 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |
| This Morning I Am Born Again | Slaid Cleaves | 3:56 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| Deeper Well | David Olney | 3:07 | |
| Golden Bird | Levon Helm | 5:11 | |
| Chicago | Ramsay Midwood | 4:50 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |