| Sweet Dream | John Hiatt, Jerry Douglas | 4:28 | |
| Obsessed With The West | Brennen Leigh, Asleep At The Wheel | 3:27 | |
| Keep Travelin' | Front Country | 2:48 | |
| Sweet Tequila Blues | Chip Taylor, Carrie Rodriguez | 3:15 | |
| Stitch In Time | Pharis & Jason Romero | 3:51 | |
| Fourth of July, Asbury Park (Sandy) | Richard Shindell | 6:35 | |
| One More Night In Brooklyn | Justin Townes Earle | 3:04 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Song for Ian Tyson | Old Man Luedecke | 3:28 | |
| Too Long (I've Been Gone) | Dom Flemons | 2:53 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Midnight on the Water | Caroline Herring | 4:04 | |
| She's a River | Gurf Morlix | 4:28 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Brother Flower | Townes Van Zandt, Kimmie Rhodes | 2:56 | |
| Angeline | James McMurtry | 4:04 | |
| Live to Strike Again | Chip Taylor | 2:37 | |
| We Pave the Way | Orkesta Mendoza, Carrie Rodriguez | 3:37 | |
| Trouble Looks Good on You | Amy Speace | 2:52 | |
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| Angels and Acrobats | Rod Picott | 2:55 | |
| The Last Thing on My Mind | Cry Cry Cry | 2:53 | |
| You Don't Have the Heart for It | Red Molly | 3:49 | |
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
| When My Work Is Done | Stephen Fearing | 2:48 | |
| Outside the Jurisdiction of Man | Brennen Leigh | 3:09 | |
| Mostly Water | Bap Kennedy | 3:23 | |
| I've Got Time | Po' Girl | 3:19 | |
| I've Been Gone | Zoe Muth and the Lost High Rollers | 4:28 | |
| Gulf Coast Highway | Red Molly | 4:17 | |
| People Get Old | Lori McKenna | 3:42 | |
| After the Storm | The Flatlanders | 3:52 | |
| Pretty Girl | Diana Jones | 3:10 | |
| Wanderin' | Justin Townes Earle | 2:38 | |
| Him Who Saved Me | Chip Taylor, Carrie Rodriguez | 4:36 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
| Road Less Traveled | Yarn | 2:58 | |
| Seven Angels On A Bicycle | Carrie Rodriguez | 3:50 | |
| Who's Gonna Build That Wall | Chip Taylor, Carrie Rodriguez | 4:18 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Stopped My Horse | Pieta Brown, Carrie Rodriguez | 3:17 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Long Gone | Bill Morrissey | 3:43 | |
| Poor Boy's Delight | The Infamous Stringdusters | 4:07 | |
| American Flowers | Birds of Chicago | 6:10 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
