| I Wont Let You Down - GemsOnVHS Field Recording | Josh Okeefe, Cora Carpenter, GemsOnVHS | 2:38 | |
| The Whole World Through | Jeffrey Martin | 4:29 | |
| New Orleans | Dead Man Winter | 4:09 | |
| Down in the Lonesome Draw | Cahalen Morrison & Eli West | 4:36 | |
| The Plan | The Bones of J.R. Jones | 3:41 | |
| Magnolia Tree | Truckstop Honeymoon | 3:47 | |
| That's All Right | Dori Freeman | 3:18 | |
| American Crow | Missy Raines, Missy Raines & the New Hip | 3:19 | |
| Far From Home | Western Centuries | 3:52 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| Blues in Heaven | Sam Doores, Riley Downing, The Tumbleweeds | 5:02 | |
| Every Little Bit Hurts | Barton Carroll | 3:46 | |
| San Francisco Baby | Dom Flemons | 3:31 | |
| Until the Last Light Fades | Watchhouse | 3:19 | |
| Blue Ridge Mountain | Hurray For The Riff Raff | 2:33 | |
| Song of the Bird | The Cactus Blossoms | 2:29 | |
| Belly of the Beast | Watchhouse | 3:15 | |
| Nowhere in Time | Richie & Rosie | 4:46 | |
| Dead to Me | Courtney Hartman, Taylor Ashton | 3:28 | |
| Old Folks at Home (Live) | Stephen Foster, Timothy Berens, Dom Flemons, Cincinnati Pops Orchestra, John Morris Russell | 5:02 | |
| Little Rain | Hiss Golden Messenger | 3:52 | |
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| Clip Your Wings | The Dead Tongues | 3:13 | |
| Sitting on Top of the World | Tim Easton | 2:54 | |
| Ferris Wheel | Possessed by Paul James | 5:01 | |
| Letters | Marty O'Reilly & the Old Soul Orchestra | 3:52 | |
| I Love Leaving | Jonny Fritz | 3:26 | |
| Bucket List Grandmas | John Craigie, Jay Cobb Anderson | 3:48 | |
| 1922 | Phil Cook | 3:01 | |
| Rock Salt and Nails | Willie Watson | 3:47 | |
| Beauty in the Ugliest of Days | Jonah Tolchin | 3:04 | |
| Faded Valentine | Justin Townes Earle | 3:45 | |
| Wellspring | Jeffrey Martin | 5:09 | |
| Graveyard Fields | The Dead Tongues | 3:45 | |
| Workin’s Too Hard | Rayna Gellert | 3:36 | |
| Train Song | Watchhouse | 2:02 | |
| Kristine | Joe Purdy | 3:54 | |
| I Knew I Could Fly | Our Native Daughters, Leyla McCalla, Allison Russell | 3:41 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Longest Night | Gasoline Lollipops | 3:54 | |
| Long Midnight | Joe Pug | 2:13 | |
| Loaner | Lillie Mae | 4:45 | |
| Bring It With You When You Come | Willie Watson | 2:46 | |
| Wouldn't Be the First Time | Kieran Kane, Rayna Gellert | 2:59 | |
| Someone Singing with Me | Joe Purdy, Amber Rubarth | 4:02 | |
| Boundary County | Eilen Jewell | 3:45 | |
| Here I Am in Love Again | Robert Ellis, Courtney Hartman | 3:19 | |
| The Giver | The Dead Tongues | 3:15 | |
| Who Carried You | Malcolm Holcombe | 3:31 | |
| The Spasm | The East River String Band, Dom Flemons | 3:20 | |
