| East October | John Moreland | 3:45 | |
| The Captain's Daughter | Alison Krauss & Union Station | 4:57 | |
| The Woman You Are | Gill Landry | 5:12 | |
| Goddamn Lonely Love - Remastered | Drive-By Truckers | 5:01 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Cozmina | Otis Gibbs | 4:18 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| Waltz About Whiskey | Watchhouse | 3:46 | |
| The Bluest Blade | Jeffrey Foucault | 3:24 | |
| Angeline | James McMurtry | 4:04 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| They Don't Make 'em... | Andrew Duhon | 3:48 | |
| Cherry Red Wine | Max Gomez | 3:51 | |
| Whiskey Angel | The Black Lillies | 4:52 | |
| Northbound 35 | Richard Shindell | 5:18 | |
| What It Takes | Fred Eaglesmith | 3:57 | |
| Ghost Repeater | Jeffrey Foucault | 5:10 | |
| The Flood in Color | Joe Pug | 2:37 | |
| I Been a Train | Ray Bonneville | 2:37 | |
| Barbara's Song | Ian Noe | 3:25 | |
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| Wrong Way to Run | Willy Tea Taylor | 2:34 | |
| Rocking Chair Blues | Mipso | 4:15 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| River Girl | Kelley Mickwee | 4:47 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| Backslide | Smooth Hound Smith | 2:57 | |
| Dusty Old Man | Tift Merritt | 3:47 | |
| I’m In Asheville | John Hiatt, Jerry Douglas | 3:26 | |
| You Found Me | Willy Tea Taylor | 3:20 | |
| Battle Hymn (of the College Dropout Farmhand) | Jeffrey Foucault | 4:39 | |
| Louise | Mipso | 4:24 | |
| Moonshiner | Uncle Tupelo | 4:23 | |
| Duane Allman | Amy Ray, Susan Tedeschi | 2:51 | |
| Forgotten Coast | James McMurtry | 3:34 | |
| Can You Hear Me Love You | Lukas Nelson and Promise of the Real | 5:46 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| The One I'm Still Thinking About | Darrell Scott | 3:52 | |
| Gone by the Ol' Sunrise | Malcolm Holcombe, Iris DeMent | 3:00 | |
| Movin' On | Po' Girl | 2:51 | |
| It's Never Too Late to Call | Paul Thorn | 3:01 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Long Time Comin' | John Hiatt | 4:12 | |
| Love’s Gonna Live Here | Buddy Miller, Kacey Musgraves | 2:14 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Drop In A Bucket | Mary Gauthier | 4:10 | |
| Consider It Heaven | Lukas Nelson and Promise of the Real | 4:19 | |
| Mercy Now | Mary Gauthier | 5:50 | |