| Deer in the Sky | Chicago Farmer | 3:23 | |
| America's Open Roads | Cicada Rhythm | 2:45 | |
| I Need a Teacher | Hiss Golden Messenger | 3:17 | |
| Hymn #35 | Joe Pug | 3:11 | |
| Those Were (Could've Been) the Days | The Deslondes, Sam Doores | 2:29 | |
| Good As Gold | Sarah Shook & the Disarmers | 3:13 | |
| Won't Be Long | The Dead Tongues | 3:45 | |
| I Hope I Die (feat. Michael Rose) | Parker Millsap, Michael Rose | 2:59 | |
| By the Light of the Moon | Dave Simonett | 2:25 | |
| Motor | Donna The Buffalo | 2:43 | |
| Rye Grass Riders | Samantha Rise | 4:02 | |
| Beside You | Dustbowl Revival | 6:32 | |
| Golden Sky | Dead Horses | 3:37 | |
| The Wheel | John R. Miller | 3:05 | |
| Sanctuary | Hiss Golden Messenger | 4:26 | |
| Train Song | Watchhouse | 2:02 | |
| My Companion | The Dead Tongues | 4:12 | |
| The Whole World Round | Redbird | 2:22 | |
| When It Breaks | Possessed by Paul James | 4:31 | |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| Green Rocky Road | Bonny Light Horseman, Eric D. Johnson, Anaïs Mitchell, Josh Kaufman | 3:45 | |
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| Seed (feat. Michael Rose) | Parker Millsap, Michael Rose | 3:08 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Wind On the Mountain | Trout Steak Revival | 3:24 | |
| Like a Force of Nature | Todd Snider | 3:54 | |
| Better Way | Watchhouse | 5:56 | |
| Big Boss Man | Whitehorse | 3:45 | |
| Evening | Israel Nash | 4:03 | |
| Brokedown Palace | Shinyribs | 6:24 | |
| Jackson | Gillian Welch, David Rawlings | 3:32 | |
| Louise | Mipso | 4:24 | |
| Little Lies | The Dead Tongues | 4:06 | |
| Lint Head Gal | Phoebe Hunt, The Gatherers | 2:49 | |
| Nothing Gets Me Down | Ben Miller Band | 3:40 | |
| What’s Left of Mine | Thomas Csorba | 3:15 | |
| Green Grass of California | The Band Of Heathens | 3:13 | |
| Captain's Song (Sorley Boy) | The Orphan Brigade, John Prine | 3:11 | |
| I Don't Work in a Bank | Joe Pug | 1:35 | |
| Up on the Divide | Mighty Poplar, Andrew Marlin, Noam Pikelny, Chris Eldridge, Alex Hargreaves, Greg Garrison | 3:20 | |
| American Poor | Dead Horses | 3:06 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Tehachapi | Margo Cilker | 3:07 | |
| Spittin’ On Fire | Buddy & Julie Miller, Buddy Miller, Julie Miller | 3:05 | |
| Old Machine | The Suitcase Junket | 3:21 | |
| Leaving Louisiana in the Broad Daylight | Shovels & Rope | 3:33 | |
| Too Stoned to Cry - 2019 Recut | Andrew Combs | 3:24 | |
| Chocolate On My Tongue | The Wood Brothers | 2:49 | |
| Summer's End | Nathaniel Rateliff, Courtney Marie Andrews | 3:38 | |
| You Need Me | Nathaniel Rateliff | 3:30 | |
