| One Toke Over the Line | Brewer & Shipley | 3:19 | |
| Hard Travelin' | Watchhouse | 2:42 | |
| When I Get to Heaven | John Prine | 3:42 | |
| Meet Me at the Creek | Billy Strings | 9:33 | |
| Jars At Home | Trampled by Turtles | 2:09 | |
| I Like Trains | Fred Eaglesmith | 3:30 | |
| Stoplight Kisses | The Cactus Blossoms | 2:17 | |
| South Dakota Wild One | The Deslondes, Riley Downing | 3:23 | |
| Leaving Louisiana in the Broad Daylight | Shovels & Rope | 3:33 | |
| Silver Dagger | Charley Crockett | 2:26 | |
| Egg & Daughter Nite, Lincoln Nebraska, 1967 (Crazy Bone) | John Prine | 4:05 | |
| Box #10 | Jim Croce | 2:27 | |
| Leaving Louisiana in the Broad Daylight | Rodney Crowell | 3:24 | |
| Dead Skunk | Loudon Wainwright III | 3:05 | |
| Midnight Special | Willie Watson | 4:38 | |
| The Front Porch Song | Robert Earl Keen | 3:40 | |
| Captain's Song (Sorley Boy) | The Orphan Brigade, John Prine | 3:11 | |
| Old Ties and Companions | Watchhouse | 3:08 | |
| Please Let Me Go Round Again | Swamp Dogg, John Prine | 4:40 | |
| Illegal Smile | John Prine | 3:13 | |
| Old Mexico | Marty Stuart And His Fabulous Superlatives | 2:45 | |
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| Shanty | Jonathan Edwards | 2:35 | |
| Deep Breath | Riley Downing | 3:08 | |
| Walk On Boy | Billy Strings, Don Julin | 3:41 | |
| New Madrid | Uncle Tupelo | 3:31 | |
| Our Town | Iris DeMent | 5:00 | |
| New Orleans | Trampled by Turtles | 3:31 | |
| Throw Another Cap in the Fire | Sam Doores, Riley Downing, The Tumbleweeds | 3:32 | |
| In Spite of Ourselves (feat. Iris DeMent) | John Prine, Iris DeMent | 3:33 | |
| I Can Help | Charley Crockett | 3:38 | |
| Sixteen Angels Dancing 'Cross the Moon | Chip Taylor, John Prine | 3:18 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Lake Marie | John Prine | 6:00 | |
| Victory | Trampled by Turtles | 3:57 | |
| This Morning' I Was Born Again | Sam Doores, Riley Downing, The Tumbleweeds | 4:32 | |
| Saturday Satan Sunday Saint | Charley Crockett | 2:45 | |
| Life Ain't Fair and the World Is Mean | Sturgill Simpson | 2:06 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Devilsong | Shinyribs | 4:33 | |
| You Ain't Goin' Nowhere | The Byrds | 2:33 | |
| Goodbye Old Missoula | Willis Alan Ramsey | 5:03 | |
| When I Paint My Masterpiece - Remastered | The Band | 4:18 | |
| Wild Horses | The Flying Burrito Brothers | 6:20 | |
| Sorry You're Sick | Ted Hawkins | 2:10 | |
| Know It All | Billy Strings | 3:25 | |
| Peace & Happiness | Ted Hawkins | 2:32 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| When I Paint My Masterpiece | The Band | 4:22 | |
| Just Like Leaving | Bella White | 3:26 | |
