| Milly's Café | Fred Eaglesmith | 5:28 | ||
| Somebody's Drinking About You | Brennen Leigh | 2:56 | ||
| Windmills | Sam Doores | 4:04 | ||
| Everybody (feat. Jenny Lewis) | The Cactus Blossoms, Jenny Lewis | 2:58 | ||
| When My Baby Left Me | Willie Watson | 3:49 | ||
| Somethin' Stupid | Zephaniah OHora | 3:18 | ||
| Sadder Day | Western Centuries | 4:30 | ||
| Dreaming My Dreams with You | Waylon Jennings | 2:27 | ||
| If I Were a Carpenter (feat. Kelsey Waldon) | JP Harris, Kelsey Waldon | 3:10 | ||
| Mama Bake a Pie (Daddy Kill a Chicken) | Drive-By Truckers | 3:19 | ||
| Traveler's Paradise | The Cactus Blossoms | 3:33 | ||
| Ain't Waitin' | Justin Townes Earle | 2:16 | ||
| Homeland Refugee | The Flatlanders | 3:58 | ||
| Easy's Gettin' Harder Every Day | Iris DeMent | 5:01 | ||
| In The Mornin’ | Emily Nenni | 2:41 | ||
| Devil's Got My Woman | Andrew Combs | 2:35 | ||
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 |