| Up on the Divide | Mighty Poplar, Andrew Marlin, Noam Pikelny, Chris Eldridge, Alex Hargreaves, Greg Garrison | 3:20 | |
| Movin' On | Po' Girl | 2:51 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| If Something Breaks | Front Country | 4:56 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Wedding Bells | Buddy Miller, Richard Thompson | 4:45 | |
| On Your Way | Pieta Brown, Caitlin Canty, Eric Heywood | 3:55 | |
| Prairie Funeral | Brennen Leigh | 3:04 | |
| Bottom Dollar | Mile Twelve | 2:46 | |
| I Thought You Were Somebody Else | Mary Bragg | 3:16 | |
| Prodigal Daughter | Aoife O'Donovan, Allison Russell | 3:42 | |
| Motel | Caitlin Canty | 3:04 | |
| Never Tire of the Road | Rachel Baiman | 3:45 | |
| Helpless | Molly Tuttle, Old Crow Medicine Show | 4:25 | |
| Pipeline | Brennen Leigh | 2:46 | |
| One Foot in the Grave | Kieran Kane, Rayna Gellert | 3:00 | |
| Railroad Man | The Stray Birds | 3:44 | |
| Station Blues | Pieta Brown, Chad Cromwell | 3:14 | |
| Mercy | Po' Girl | 4:56 | |
| Wouldn't Be the First Time | Kieran Kane, Rayna Gellert | 2:59 | |
| My Love for You Will Not Fade | Caitlin Canty | 3:52 | |
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| Texas Blues | Lucy Kaplansky | 2:49 | |
| Ricochet | Pieta Brown | 2:49 | |
| Pale Fire | Amanda Shires | 3:16 | |
| Truck Stop Shower | Smooth Hound Smith | 3:10 | |
| Odds of Getting Even | Caitlin Canty | 3:15 | |
| Detour Sign | Aoife O'Donovan | 3:32 | |
| Just for Tonight | Phoebe Hunt, The Gatherers | 3:29 | |
| Sweet Annie | Roseanne Reid, Steve Earle | 3:23 | |
| Come Early Mornin’ | Buddy Miller, Jill Andrews | 2:33 | |
| Private Thoughts | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Country Blues | Zoe Muth and the Lost High Rollers | 4:33 | |
| Hey Magnolia | Forest Sun | 2:44 | |
| Leaping Out | Caitlin Canty | 3:55 | |
| When They Dance the Mountains Shake | The Lowest Pair | 3:39 | |
| Forever, You & I | Victoria Bailey | 3:30 | |
| I Could've Been Your Lover Too | Rachel Baiman | 3:09 | |
| Spittin’ On Fire | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:05 | |
| Over the Line (feat. Sierra Hull) | Molly Tuttle, Molly Tuttle & Golden Highway, Sierra Hull | 3:01 | |
| Can't Live Without Love | Bronwyn Keith-Hynes, Sam Bush, Molly Tuttle | 3:20 | |
| Sweet Dreams, Caroline | Forest Sun | 3:15 | |
| Can't Let Go | Della Mae | 3:05 | |
| See the Day | Caitlin Canty | 4:49 | |
| Dogs Run On | Maya De Vitry | 3:36 | |
| North | Blackie & The Rodeo Kings | 3:20 | |
| Who Knows | Kieran Kane, Rayna Gellert | 3:48 | |
| Stitch In Time | Pharis & Jason Romero | 3:51 | |
| To Ohio | Della Mae | 3:38 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |