| Clocks and Spoons | John Prine | 3:14 | |
| Irene | Ian Noe | 3:53 | |
| Rosemary | The Good Gollies | 3:26 | |
| Winter's Come and Gone | Gillian Welch | 2:16 | |
| Jesse James | Harry McClintock | 3:28 | |
| Save My Soul | Sabine McCalla | 2:23 | |
| Chino | Kassi Valazza | 6:08 | |
| Cigarette Machine - GemsOnVHS Field Recording | Anthony Simpkins, GemsOnVHS | 3:40 | |
| Your Long Journey | The Doc Watson Family | 2:36 | |
| Blue Endless Highway | Nick Shoulders | 3:29 | |
| The One I Love is Gone | Hazel Dickens, Alice Gerrard | 3:11 | |
| East Virginia | Nora Brown | 4:33 | |
| If the River Was Whiskey | Charlie Poole | 3:10 | |
| The Mountain | Steve Earle, The Del McCoury Band | 4:43 | |
| Ballad of Yana Farage | Josh Okeefe | 2:11 | |
| Leave the Path | The Resonant Rogues | 2:39 | |
| Wrong Way to Run | Willy Tea Taylor | 2:34 | |
| Won’t Somebody Play | Riley Downing | 3:46 | |
| What Are They Doing In Heaven Today? | The Deslondes, Twain | 3:00 | |
| Tomorrow Gon Be Too Late | C.W. Stoneking | 3:05 | |
| Here I Am | Rambler Kane | 2:32 | |
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| Stone County | Willi Carlisle | 3:20 | |
| You're the Reason I'm Living | Cole Wilson, The Tumbleweeds | 3:19 | |
| OK Do Stuff | Chris Acker | 1:48 | |
| The Only Cowboy Bar in Portland | Lightnin' Luke | 2:59 | |
| All over Now | Woody Pines | 3:05 | |
| Rise and Fall | Nick Hans | 3:54 | |
| Weary Rambler | Sam Shackleton | 2:56 | |
| Build Me a Lover | Jason Dea West | 3:03 | |
| Lorraine | Cactus Lee | 3:25 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Baby, Please Don't Go - Western AF Version | Sabine McCalla, Western AF | 5:36 | |
| Duncan And Brady | Woody Pines | 1:55 | |
| Crazy | Riley Downing | 2:57 | |
| Roadrunner Ramble | The Tumbleweeds | 4:00 | |
| Mercenary Song | Steve Earle | 2:43 | |
| Hello Stranger | Cat Clyde, Jeremie Albino | 2:27 | |
| Nothing's Right | Will Stewart | 2:52 | |
| Pale Blue Swallows | Sam Shackleton | 4:57 | |
| Railroad Bill | Etta Baker, Cora Phillips | 1:33 | |
| Southbound | The Doc Watson Family | 2:40 | |
| Beneath the Willows (GemsOnVHS Field Recording) | Anthony Simpkins, GemsOnVHS | 2:29 | |
| Prairie Funeral | Brennen Leigh | 3:04 | |
| Give It Time - Alternative Version | Sierra Ferrell | 2:27 | |
| Not To Blame | Bella White | 2:55 | |
| Where Have All The Average People Gone - Single Version | Roger Miller | 3:01 | |
| Pray For Rain | Nat Myers | 3:13 | |
| Cumberland Gap | Frank Proffitt | 1:25 | |
| Cold Show (feat. Jessie Antonick & Sam Doores) | Pony Hunt, Jessie Antonick, Sam Doores | 4:16 | |