| Wouldn't Know You | Sarah Borges, Eric Ambel, Keith Voegele | 3:14 | |
| I Owe It to Myself | Blue Rodeo | 4:45 | |
| What Would Willie Do | Bruce Robison | 5:14 | |
| Will You | Viv & Riley | 3:18 | |
| Bucket of Bolts | Dee White | 3:16 | |
| Things Could Get Much Worse | Jeremy Ivey | 3:26 | |
| Southern Wind | Dallas Burrow | 4:26 | |
| Stealing Dark from the Night Sky | Arlo McKinley | 4:47 | |
| Sipsey | Will Stewart | 3:27 | |
| Great American Roadside | Otis Gibbs | 2:49 | |
| Everything's Gonna Be Alright | Paul Thorn | 4:44 | |
| Far From Home | Western Centuries | 3:52 | |
| Home Sweet Home | Matt Andersen | 4:10 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| The Weary Kind | Ryan Bingham | 6:15 | |
| Sure Feels Good Anyway | Amy Ray | 4:30 | |
| Love Will Win the War | Darden Smith | 3:54 | |
| Crazy Wayne | Caleb Caudle, Jerry Douglas, Sam Bush | 2:39 | |
| Back From the Grave | Waylon Payne | 3:25 | |
| Harper Valley Pta | Bruce Robison, Kelly Willis | 3:45 | |
| In Times Between | John Moreland | 3:18 | |
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| Highway 46 | Tom Russell | 4:05 | |
| Pick Your Head Up | Uncle Lucius | 4:00 | |
| Postcard from Mexico | Kieran Kane, Kevin Welch, Fats Kaplin | 2:34 | |
| Smokin' 100's Alone | The Bottle Rockets | 3:15 | |
| Rosarita | Sam Morrow | 4:24 | |
| How I Got To Memphis | The V-Roys | 4:38 | |
| Heartbreaker Please | Teddy Thompson | 3:01 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| All The Trouble | Lee Ann Womack | 5:41 | |
| Old Ghosts | Travis Meadows | 4:03 | |
| Far Away In Another Town | Justin Townes Earle | 3:05 | |
| If I Left You | Kelly Willis | 3:09 | |
| I Like It Down Here | Will Kimbrough | 3:43 | |
| Whole Blue Heart | Lillie Mae | 4:10 | |
| Cigarettes | Sam Morrow | 4:24 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| The War After the War | Mary Gauthier | 3:44 | |
| Grow Old with Me | Sunny Sweeney | 3:22 | |
| You Don't Scare Me | Whitney Rose | 4:10 | |
| Feel This Right | Jeremy Pinnell | 3:20 | |
| Homeland Refugee | The Flatlanders | 3:58 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |
| Outlaw Blood | Ray Wylie Hubbard, Ashley McBryde | 3:09 | |
| The Grass Is Blue | Norah Jones, Puss N Boots | 4:12 | |
| The Messenger | Ray Wylie Hubbard, Ronnie Dunn, Pam Tillis | 4:33 | |
| Old Friends | Chris Stapleton | 4:01 | |
| Tell Moses | Colvin & Earle | 3:41 | |
| Cooler-N-Hell | Ray Wylie Hubbard | 3:31 | |