| Shadow Answers the Wall | Jason Molina | 2:36 | |
| Jane Jane | Bonny Light Horseman, Eric D. Johnson, Josh Kaufman, Anaïs Mitchell | 3:06 | |
| The Eagle And The Hawk | Bonnie Prince Billy | 1:46 | |
| Betty Lonely | Vic Chesnutt | 4:26 | |
| Solace | Myriam Gendron | 4:12 | |
| Garcia Counterpoint | Bryce Dessner | 7:12 | |
| Amberjack | Stephen Malkmus | 4:15 | |
| Night Rider's Lament (feat. Cory Hanson) | Bill Callahan, Bonnie Prince Billy, Cory Hanson | 4:59 | |
| Northstar Blues | Magnolia Electric Co. | 5:08 | |
| Springtime Of The Year | Kacy & Clayton | 2:58 | |
| Rubin and Cherise | Bonnie Prince Billy | 5:46 | |
| Friend of the Devil | Andrew Rinehart, Bonnie Prince Billy | 3:24 | |
| Outside of Eden (feat. Kate Stables and Justis) | Jesca Hoop, This Is The Kit | 3:09 | |
| Hungriest Man | The High Llamas, Bonnie Prince Billy | 5:01 | |
| Bug | Vic Chesnutt | 3:17 | |
| All These Perfect Crosses | Craig Finn | 2:44 | |
| Little Satchel | Sam Amidon | 4:17 | |
| City of Angels | Isobel Campbell | 3:08 | |
| Jed's Other Poem (Beautiful Ground) - Piano Version | Grandaddy | 3:26 | |
| Wallins Creek Girls | Bonnie Prince Billy, Nathan Salsburg | 2:12 | |
| Blackness of the Night (feat. AZITA) | Bill Callahan, Bonnie Prince Billy, AZITA | 3:45 | |
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| Treasure | Aldous Harding | 4:11 | |
| Mountains of the Moon | Lee Ranaldo, Lisa Hannigan, Friends | 3:53 | |
| Sponge | Vic Chesnutt | 3:32 | |
| The Mission's End | Jason Molina | 2:06 | |
| Snow is Falling in Manhattan | Purple Mountains | 6:03 | |
| New Partner | Bonnie Prince Billy, Bryce Dessner, eighth blackbird | 4:04 | |
| In Your Own Time | Calexico, Iron & Wine | 3:09 | |
| Pale Horse Rider | Cory Hanson | 4:05 | |
| Talk | Christian Lee Hutson | 2:57 | |
| Jamie | Kevin Morby | 4:11 | |
| The Lakes of Canada 2019 | The Innocence Mission | 4:55 | |
| Love Farewell | Jake Xerxes Fussell | 3:58 | |
| Dandelions | Kurt Vile | 6:34 | |
| You Missed My Heart | Mark Kozelek & Jimmy LaValle | 5:40 | |
| Lay It Down | Trembling Bells, Bonnie Prince Billy | 3:47 | |
| The Way | Will Oldham | 3:31 | |
| Supernatural | Vic Chesnutt | 3:36 | |
| Burlap String | Courtney Marie Andrews | 3:57 | |
| The Wheel of Fortune | Josephine Foster | 5:11 | |
| Darkness and Cold | Purple Mountains | 3:58 | |
| Miss Ohio | Kevin Morby | 2:36 | |
| Are You Here For The Festival | Michael Hurley | 3:56 | |
| Ohio River Boat Song | Palace Music | 4:26 | |
| My Home Is The Sea | Bonnie Prince Billy, Matt Sweeney | 5:49 | |
| Oh Weather | Damien Jurado | 1:07 | |
| Original Goodness | Marina Allen | 2:11 | |
| Wonderous Love (Lissy’s Sessions) | Songs: Ohia | 2:20 | |
| These Rocks | Phosphorescent | 4:26 | |