| It's a Long Way to Wheelwright | Nicholas Jamerson | 4:47 | ||
| White River | Kaitlin Butts | 3:33 | ||
| Cavalry | Watchhouse | 3:16 | ||
| Sometimes | Luke Bell | 4:07 | ||
| Distant Line | Town Mountain | 3:24 | ||
| Silver and Gold | Trampled by Turtles | 2:47 | ||
| Dying Breed | Colby Acuff | 3:41 | ||
| Pass Us By | Arlo McKinley | 3:31 | ||
| One in the Saddle, One on the Ground | Sturgill Simpson | 3:15 | ||
| Corralling the Blues | Colter Wall | 2:27 | ||
| Jericho Rose | Taylor McCall | 5:15 | ||
| On The Ranch | Emily Nenni | 2:48 | ||
| Queen of The Clowns | Summer Dean | 3:10 | ||
| Loretta | Luke Bell | 3:58 | ||
| Wyoming | Benjamin Tod | 5:16 | ||
| Easton & Main | Turnpike Troubadours | 3:57 | ||
| Nothing On Me | Chris Knight | 3:34 | ||
| Meth Head | Ian Noe | 4:11 | ||
| Small-Town New England | Joshua Quimby | 2:30 | ||
| Hays, Kansas | 49 Winchester | 3:30 | ||
| Soft Spot (For the Hard Stuff) | Jesse Daniel | 5:28 | ||
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| Burgundy in the Rain | Pat Reedy | 2:00 | ||
| Ill Will Creek | Cole Chaney | 4:23 | ||
| Humble Folks | Flatland Cavalry | 3:21 | ||
| Alright Ok | Gabe Lee | 4:46 | ||
| I'm Alright With This | Jeremy Pinnell | 3:59 | ||
| Cypress Hills and the Big Country | Colter Wall | 3:10 | ||
| Chickamauga | Willy Tea Taylor | 5:14 | ||
| Black Crow | Brent Cobb | 4:30 | ||
| Highway 87 | Corb Lund | 3:20 | ||
| Those Were (Could've Been) the Days | The Deslondes, Sam Doores | 2:29 | ||
| Oh Sarah | Sturgill Simpson | 3:05 | ||
| The Dogs | Justin Wells | 4:13 | ||
| Let's All Help the Cowboys (Sing the Blues) | Colter Wall | 3:04 | ||
| Lexington | Nicholas Jamerson, The Morning Jays | 4:04 | ||
| Bag of Pills | Arlo McKinley | 4:07 | ||
| Rocks and Relics (Live) | Tyler Childers | 3:02 | ||
| Down Low | Town Mountain | 4:37 | ||
| Train Song | Watchhouse | 2:02 | ||
| The Final Stand of Henry Lee | Danno Simpson | 4:41 | ||
| The Highway Less Taken | Justin Wells | 3:22 | ||
| Garden Song | John R. Miller | 3:14 | ||
| Bad News (By No Means) | Emily Nenni | 3:12 | ||
| north dakota | Chris Knight | 4:16 | ||
| By the Waters of the James | The Local Honeys | 5:10 | ||
| Ramblin' Man Chapter 33 | Josh Morningstar | 4:16 | ||
| Jeremiah | Sierra Ferrell | 3:03 | ||
| Smokestacks On The Skyline | John R. Miller | 3:14 | ||
| Good Corn Liquor | The Steeldrivers | 3:39 | ||
