| South Dakota | This Frontier Needs Heroes | 4:06 | |
| Don't Need a Lot | Senora May | 2:15 | |
| Pineywood Blues | Nick Hans | 4:33 | |
| I’ll Do It | The Deslondes | 3:05 | |
| Irene | Ian Noe | 3:53 | |
| Cayuse | Kassi Valazza | 5:00 | |
| Here I Am | Rambler Kane | 2:32 | |
| We Shouldn’t Talk About It (feat. Emily Gimble) | Theo Lawrence, Emily Gimble | 2:26 | |
| Tent Song | Scott Ballew | 4:35 | |
| Love and Hate | Dan Reeder | 0:58 | |
| Loving Spoons | Tim Hill | 3:01 | |
| The Process | Erin Mat & Paul, Erin Rae, Twain, Paul DeFiglia | 3:11 | |
| Cowgirl in the Sand - Luck Mansion Sessions | Vincent Neil Emerson | 3:31 | |
| Come on Home | Rattlesnake Milk | 4:02 | |
| Satisfied | Woody Pines | 4:06 | |
| Please | The Sons of Rainier | 2:25 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Roadsick Blues | Pat Reedy | 2:39 | |
| No Sweeter Thing | Senora May | 2:22 | |
| Broken Cowboy | Jesse Woods | 2:20 | |
| Prairie Funeral | Brennen Leigh | 3:04 | |
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| One Of These Lonesome Mornings | The Deslondes, Dan Cutler, Cameron Snyder | 2:29 | |
| King of Fools | Twain | 3:21 | |
| Wanna Give My Love | The Sons of Rainier | 2:21 | |
| Talking to Mountains | Scott Ballew | 2:49 | |
| Low Down & Lonesome | Sam Doores, Riley Downing, The Tumbleweeds | 2:03 | |
| Feel What You Want | Duff Thompson | 2:59 | |
| By the Waters of the James | The Local Honeys | 5:10 | |
| Cattleman | Willy Tea Taylor | 2:16 | |
| Terrified | Mr. Sam & the People People | 3:45 | |
| Clay Pigeons | Dylan Earl | 2:58 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Plastic Bouquet | Kacy & Clayton, Marlon Williams | 2:57 | |
| Cigarettes | Josh Okeefe | 2:06 | |
| The Light | Twain | 3:23 | |
| Just In Love With You | The Deslondes, Cameron Snyder | 2:47 | |
| Love You More | Senora May | 2:50 | |
| I Wont Let You Down - GemsOnVHS Field Recording | Josh Okeefe, Cora Carpenter, GemsOnVHS | 2:38 | |
| The Bullfighter | Luke Bell | 3:23 | |
| Bring It With You When You Come | Willie Watson | 2:46 | |
| Six Volts | Fred Eaglesmith | 2:23 | |
| The Priestess | Twain | 3:56 | |
| Come To Me (I can't come to you) | Dida Pelled, Twain | 3:52 | |
| Mahogany | Chris Acker | 3:21 | |
| Crab Walk! | Duff Thompson and the Full Grown Men, Duff Thompson | 2:07 | |
| Dogwood | Terry Allen | 4:31 | |
| Keep It Clean | Willie Watson | 3:35 | |
| Insomnia Blues | John R. Miller | 4:00 | |
| Broke (When I Realized) | Bella White | 3:38 | |
