| Start It Over | Riley Downing | 3:24 | |
| Rendezvous USA | Terry Allen | 2:45 | |
| AM | Sad Daddy | 5:50 | |
| Strange | Dylan Earl | 2:23 | |
| Early Morning Rising | Kassi Valazza | 4:49 | |
| Adios Maria | The Cactus Blossoms | 4:09 | |
| Jealous Guy | Luke Bell | 3:50 | |
| Western Family | Chris Acker, The Growing Boys | 3:43 | |
| Take Me Back | The Deslondes, Sam Doores | 2:39 | |
| Give 'em Peace | Paul Cauthen | 3:59 | |
| Silver and Gold | Trampled by Turtles | 2:47 | |
| Rollin' - GemsOnVHS Field Recording | Jeremie Albino, GemsOnVHS | 3:21 | |
| That Was Then | Pat Reedy | 2:21 | |
| Off This Mountaintop | Ian Noe | 3:32 | |
| Down in My Hometown | The Flatlanders | 2:45 | |
| Songs My Mama Sang | Zephaniah OHora | 3:07 | |
| I Got Found | Sam Doores, Riley Downing, The Tumbleweeds | 3:37 | |
| Every Time It's Raining | Western Centuries | 3:20 | |
| Wrong Way to Run | Willy Tea Taylor | 2:34 | |
| Wanna Give My Love | The Sons of Rainier | 2:21 | |
| Drinkin in the Morning | Trampled by Turtles | 3:45 | |
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| Cactus Blossom Special | Vincent Neil Emerson | 4:21 | |
| Goldmine | Teddy and The Rough Riders | 2:16 | |
| Fussin' & Fightin' (Singin' Jim Croce) | Yarn | 3:48 | |
| Simple and True | The Deslondes | 2:44 | |
| A Fine Colour | Kassi Valazza | 5:14 | |
| Travelers Paradise | The Cactus Blossoms | 2:58 | |
| Bring It With You When You Come | Willie Watson | 2:46 | |
| Dry Town - Demo | Gillian Welch | 2:55 | |
| Drunken Barber's Hand | Slaid Cleaves | 2:41 | |
| Three Swallows | Western Centuries | 4:57 | |
| Baby, Iām Still Right Here (With You) | The Pink Stones, Nikki Lane | 3:34 | |
| No More Crying The Blues | The Cactus Blossoms | 2:03 | |
| Time Forgot (To Change My Heart) | Daniel Romano | 4:00 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| What Will They Say About Us Now? | Western Centuries | 3:09 | |
| The Bad Side of Luck | Vincent Neil Emerson | 4:31 | |
| Movin' On | Justin Townes Earle | 4:41 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | |
| If I've Only One Time Askin' | Daniel Romano | 2:54 | |
| Honky Tonks and Taverns | Lillie Mae | 2:19 | |
| Weight of the World | Western Centuries | 3:22 | |
| No Name | Sarah Shook & the Disarmers | 3:06 | |
| Sure to Fall | Valerie June | 2:51 | |
| Skip A Rope | Logan Ledger | 3:47 | |
| Lookin' Over My Shoulder | John R. Miller | 3:37 | |
| Columbus Stockade Blues | Doc Watson, Richard Watson | 3:31 | |
| The Lights Of San Francisco | Logan Ledger | 5:01 | |