| Jackson | Annalisa Tornfelt | 3:17 | |
| Jericho | Mile Twelve | 4:18 | |
| Bosler | Jalan Crossland | 3:50 | |
| The Whole of the Moon | The Travelin' McCourys | 4:42 | |
| End Of The World Again | The Steel Wheels | 4:13 | |
| Just Someone I Used To Know | Buddy Miller, Nikki Lane | 2:22 | |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| Big River | Darrell Scott | 3:26 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Little Suzie | Three Tall Pines | 4:07 | |
| I Backslide on Friday | Paul Thorn | 3:34 | |
| Devil's Got My Woman | Andrew Combs | 2:35 | |
| Lo Siento, Spanishburg, WVA | Scott Miller | 3:58 | |
| Sing Along | Robert Ellis | 4:09 | |
| Brokedown Palace | Shinyribs | 6:24 | |
| King Midas (feat. Darrell Scott) | Eric Brace, Karl Straub, Darrell Scott | 2:18 | |
| Red Wing | The Steel Wheels | 4:26 | |
| Livin' in America | Cahalen Morrison & Eli West | 2:37 | |
| Someday/Sometime | Scott Miller | 3:54 | |
| White Freightliner Blues | Tim O'Brien, Darrell Scott | 5:15 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
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| Drowned | John Cowan, Darrell Scott, Jeff Autry, Luke Bulla, Noam Pikelny, Shad Cobb, Wayne Benson | 6:07 | |
| Time Just Goes Away | Britton Patrick Morgan, Darrell Scott | 4:47 | |
| Nothing You Can't Lose | The Steel Wheels | 3:41 | |
| Railroad Man | The Stray Birds | 3:44 | |
| Carolina in the Fall | Kruger Brothers | 3:32 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Tom Ames' Prayer | The Wooks | 2:56 | |
| Rock Salt and Nails | Willie Watson | 3:47 | |
| Tribulation Hymn | Parker Millsap | 2:55 | |
| River Runs Red | The Steeldrivers | 4:00 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Colorado | Darrell Scott | 6:17 | |
| Clementine | Lincoln Durham | 3:22 | |
| Moving | John Fullbright | 5:06 | |
| Walk Beside Me | Tim O'Brien, Darrell Scott | 4:13 | |
| The Sweet | Hackensaw Boys | 3:34 | |
| I Was An Oak Tree | Jonathan Byrd | 2:46 | |
| Tell the Devil I'm Gettin' there as Fast as I Can | Ray Wylie Hubbard | 5:47 | |
| Great American Roadside | Otis Gibbs | 2:49 | |
| River Girl | Kelley Mickwee | 4:47 | |
| Someday | Darrell Scott | 3:58 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| The Last Goodbye | Uncle Earl | 3:39 | |
| You Plant Your Fields | New Grass Revival | 3:12 | |
| Spookin' The Horses | Fred Eaglesmith | 4:07 | |
| Lily, Rosemary and the Jack of Hearts | Tom Russell | 9:44 | |
| Stars Fell On Alabama | Tara Nevins | 2:56 | |
| To Ohio | Della Mae | 3:38 | |
