| James Alley Blues | Willie Watson | 4:06 | |
| Wicked Spell | Rachel Baiman | 6:31 | |
| This Ride | Shovels & Rope | 3:31 | |
| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| Stitch In Time | Pharis & Jason Romero | 3:51 | |
| Too Long (I've Been Gone) | Dom Flemons | 2:53 | |
| Part of Life | Josh Oliver | 3:06 | |
| Old Time River Man | Robert Ellis, Courtney Hartman | 3:45 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Another Day | Ordinary Elephant | 4:55 | |
| Like a Dream | The Dead Tongues | 4:48 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| About the Size of a Pixel | The Milk Carton Kids | 2:23 | |
| I've Got a Name for the Newborn Child | Hiss Golden Messenger | 3:12 | |
| Death in Arkansas | Eliza Gilkyson | 4:18 | |
| When My Baby Left Me | Willie Watson | 3:49 | |
| Love Will Only Break Your Heart | The David Mayfield Parade | 2:53 | |
| The Only Ones | The Milk Carton Kids | 2:32 | |
| How's About You | Dave Rawlings Machine | 3:54 | |
| Meet Again | Langhorne Slim, The Law | 2:06 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
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| Flat Top Guitar | Ana Egge | 2:50 | |
| Memphis | The Milk Carton Kids | 4:46 | |
| A Long, Cold Night in Minneapolis | Dead Man Winter | 3:21 | |
| Going Going Gone | Watkins Family Hour, Sara Watkins, Sean Watkins | 3:12 | |
| My Country | Joe Purdy | 6:32 | |
| Birds of the Borderland | The Stray Birds | 3:47 | |
| Empire Builder | The Dead Tongues | 2:07 | |
| Chip of a Star | Chatham County Line | 4:30 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| The Prettiest Thing | The Modern Don Juans, David Childers | 4:14 | |
| I Wish We Had Our Time Again | Todd Snider | 2:28 | |
| Patience | Shovels & Rope, The Milk Carton Kids | 5:26 | |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| Sweet Tooth | Dave Rawlings Machine | 5:20 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Daydreaming | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 4:50 | |
| Oyster and Pearl | Amy Ray, Phil Cook, Brad Cook, Justin Vernon | 4:00 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| My Love (The Storm) | Amanda Shires | 3:37 | |
| When You're Gone | The Milk Carton Kids | 2:45 | |
| Even the Darkness Has Arms | The Barr Brothers | 3:50 | |
| I Never | Caitlin Canty | 3:19 | |
| Got a Lotta Love | The Cactus Blossoms | 3:02 | |
| To Get By | Malcolm Holcombe | 4:03 | |
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| Desdemona | The Alternate Routes, Patty Griffin | 5:54 | |
