| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Tres Grand Serpent | The Deslondes, Riley Downing | 2:40 | |
| I'll Never Get Out of This World Alive | Cole Wilson, The Tumbleweeds | 2:36 | |
| Cigarette Machine - GemsOnVHS Field Recording | Anthony Simpkins, GemsOnVHS | 3:40 | |
| Rio en Medio | Esther Rose | 2:57 | |
| Highballin' Everywhere I Go | Nick Hans | 3:36 | |
| Doorways | Liza Cane | 4:00 | |
| Western Family | Chris Acker, The Growing Boys | 3:43 | |
| Please | The Sons of Rainier | 2:25 | |
| Long Gone | The Tumbleweeds | 4:52 | |
| Oui (a French Song) | Terry Allen | 2:21 | |
| Mother Earth | Willie Watson | 3:36 | |
| Crazy Eyed Woman | Woody Pines | 2:44 | |
| Shadow of the Moon | The Flatlanders | 2:52 | |
| First Church of God | The Local Honeys | 3:29 | |
| A Fine Colour | Kassi Valazza | 5:14 | |
| Border Town | Josh Okeefe | 3:10 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Passin' Through | Sam Doores, Riley Downing, The Tumbleweeds | 2:46 | |
| The Real Deal | The Deslondes, Sam Doores, Riley Downing | 2:42 | |
| The Great Joe Bob (a Regional Tragedy) | Terry Allen | 4:42 | |
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| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Cream to My Coffee | Vaden Landers | 2:33 | |
| Everywhere Now | The Good Luck Thrift Store Outfit | 3:54 | |
| Dallas | The Flatlanders | 3:01 | |
| Ain't Glad I'm Leaving | Justin Townes Earle | 2:32 | |
| Low Down & Lonesome | Sam Doores, Riley Downing, The Tumbleweeds | 2:03 | |
| Bonaparte's Retreat | Ola Belle Reed, Kevin Roth, Bud Reed | 2:49 | |
| Travelers Paradise | The Cactus Blossoms | 2:58 | |
| My Old Montana Home | The Tumbleweeds | 3:04 | |
| The Wolfman of Del Rio | Terry Allen | 5:38 | |
| All Blue | Luke Bell | 3:21 | |
| Lazy Third Eye | Willy Tea Taylor, The River Arkansas | 4:06 | |
| Dreaming of Your Touch | The Lostines | 3:47 | |
| Waitin' for the Hard Times to Go | Jim Ringer | 3:25 | |
| After Hours | Nick Shoulders | 3:44 | |
| Ragtime Troubles | Luke Bell | 2:42 | |
| Down in My Hometown | The Flatlanders | 2:45 | |
| Alone with You | Garrett T. Capps, Jamie Lin Wilson | 3:14 | |
| Holy Water | Jonny Fritz | 2:40 | |
| Chippewa | Cole Wilson, The Tumbleweeds | 1:46 | |
| Johnny Dear | Kassi Valazza | 5:02 | |
| I Still Sing the Old Songs | David Allan Coe | 3:41 | |
| Playing the Fool | The Lostines | 2:25 | |
| Just Someone I Used To Know | Buddy Miller, Nikki Lane | 2:22 | |
| Hell of a Time | TK & The Holy Know-Nothings | 3:54 | |
| Burgundy in the Rain | Pat Reedy | 2:00 | |
| Northeast Texas Women | Willis Alan Ramsey | 5:51 | |
| Not To Blame | Bella White | 2:55 | |