| Fixin' It Up | Kelsey Waldon | 3:36 | ||
| Paducah | Nate Fredrick | 3:30 | ||
| Station to Station | Chatham County Line | 3:22 | ||
| What’s the Matter | James McMurtry | 4:26 | ||
| Die Midwestern | Arlo McKinley | 4:09 | ||
| All the Way to Jericho | The Gourds | 3:55 | ||
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | ||
| Barbed Wire (Belly Crawl) | Margo Cilker | 2:44 | ||
| Monday (Everytime I Turn Around) | The Bottle Rockets | 3:45 | ||
| Drawl | Lilly Hiatt | 3:55 | ||
| You Give it All Away | Dar Williams | 2:47 | ||
| Lord Open Road | Otis Gibbs | 5:57 | ||
| Double or Nothing | Western Centuries | 4:03 | ||
| Ballad of a Retired Man | Ian Noe | 4:50 | ||
| If I've Only One Time Askin' | Daniel Romano | 2:54 | ||
| Downtown, I'm Ready 2 Go | Garrett T. Capps | 3:44 | ||