| The Brightest Day | Caitlin Canty | 2:58 | |
| Up on the Mountaintop | The Deep Dark Woods | 3:25 | |
| Moon Meets the Sun | Our Native Daughters, Amythyst Kiah, Rhiannon Giddens, Allison Russell | 4:07 | |
| Fearless Heart | Lynn Miles | 3:41 | |
| Daydream | Sylvee & The Sea, Pieta Brown, John Convertino, CARM | 3:41 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| When Will I Be Changed (feat. Bob Weir) | Josh Ritter, Bob Weir | 5:52 | |
| Dogsong aka Sleep Dog Lullaby | The Be Good Tanyas | 4:48 | |
| Lovers In A Dangerous Time - Bonus Track | Frazey Ford | 4:37 | |
| Rocks in My Bed (Featuring Addie Strei) | Eau Claire Memorial Jazz I, Justin Vernon | 3:46 | |
| Loneliest Songs | The Honey Dewdrops | 4:47 | |
| We Are Not Machines, Meta Version (feat. Like A Villain, Metropolis Ensemble, Jenn Wasner) | Pieta Brown, William Brittelle, Like A Villain, Metropolis Ensemble, Jenn Wasner | 4:02 | |
| Epic, Pt. 2 | Anaïs Mitchell, Justin Vernon | 2:55 | |
| Day Like Any | Amy LaVere, Will Sexton | 3:41 | |
| Blackbird on Fire | Amelia Curran | 2:46 | |
| Atlantic City | Dawn Landes, The Kentuckians | 3:44 | |
| Harmless | Amanda Shires | 3:53 | |
| Modern Man | Dead Horses | 3:01 | |
| Big Time | The Milk Carton Kids | 5:39 | |
| Don't Look for Me | Jeffrey Foucault | 3:05 | |
| Dublin Boys | Antje Duvekot | 3:27 | |
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| You Won't Find Me | Amelia Curran | 3:23 | |
| Take A Break | Catherine MacLellan | 2:46 | |
| Sweet Pretender (feat. Pieta Brown) | The Colorist Orchestra, Howe Gelb, Pieta Brown | 4:40 | |
| Motel | Caitlin Canty | 3:04 | |
| Red Pony | Dead Horses | 3:53 | |
| Black Muddy River | Bruce Hornsby, DeYarmond Edison | 7:38 | |
| Cross of Flowers | Jeffrey Foucault | 4:21 | |
| Ern & Zorry's Sneakin' Bitin' Dog | Dori Freeman | 2:10 | |
| Black Mountain Lullaby | Caroline Herring | 4:11 | |
| Little Rain | Hiss Golden Messenger | 3:52 | |
| Way Down Hadestown | Anaïs Mitchell, Justin Vernon, Ani DiFranco, Ben Knox Miller | 3:32 | |
| How Much of My Love | Pieta Brown | 2:59 | |
| Let the Spirit | Amy Ray, Justin Vernon | 4:05 | |
| A Wanderer I'll Stay | Pharis & Jason Romero | 3:37 | |
| One For Sorrow | Jeffrey Foucault | 3:52 | |
| Wildflowers in the Graveyard | Amber Rubarth | 3:00 | |
| River Low | Joan Shelley | 3:31 | |
| Daphne | Lia Ices, Justin Vernon | 5:21 | |
| Long Black Veil | Caroline Herring | 3:14 | |
| Smoking Signals | Sean Hayes | 4:06 | |
| Louisiana 1927 | Jolie Holland, Thor & Friends | 5:02 | |
| Mayfly | Jeffrey Foucault | 3:34 | |
| Lump Sum | Eau Claire Memorial Jazz I, Justin Vernon | 6:41 | |
| Meds (feat. Justin Vernon, Blake Mills & Rob Moose) | Bruce Hornsby, Justin Vernon, Blake Mills, Rob Moose | 6:34 | |
| Asking For Flowers | Kathleen Edwards | 5:02 | |
| Empty Spaces | Mary Gauthier | 3:43 | |
| Shades Of Gray | Cry Cry Cry | 5:05 | |
| Everything To Hide | Sarah Jarosz | 3:23 | |