| Green Hills | Eilen Jewell | 2:23 | |
| Wishing All These Things Were New | Merle Haggard | 3:20 | |
| Death in Arkansas | Eliza Gilkyson | 4:18 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| Life is Fine | Tom Rush | 3:39 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| If I Needed You | Carrie Rodriguez | 4:16 | |
| This Morning I Am Born Again | Lucy Kaplansky | 3:06 | |
| Desperate & Depressed | Margo Price | 3:31 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| One More Dollar | Gillian Welch | 4:35 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Independence Day - Acoustic Version | Gretchen Peters | 4:41 | |
| Friends Don't Let Friends Drink (And Fall in Love) | Sam Outlaw | 2:26 | |
| Analog | Whitney Rose | 3:24 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Barbershop Blue | Mirabelle Defoe | 3:16 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Hold My Hand | Brandy Clark, Dwight Yoakam | 3:39 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
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| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| She's a River | Gurf Morlix | 4:28 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| Got a Feelin' for Ya | Kelly Willis | 3:25 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Extra | Chip Taylor, Carrie Rodriguez | 2:49 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| After the Storm | The Flatlanders | 3:52 | |
| I Only Cry When You Go | Gillian Welch | 3:06 | |
| Song of the Bird | The Cactus Blossoms | 2:29 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| Closer to the Bone | Kris Kristofferson | 2:32 | |
| I'm Gonna Fly | Kimmie Rhodes | 3:57 | |
| Music You Mighta Made | Gurf Morlix | 4:37 | |
| Guadalupe | Gretchen Peters | 5:39 | |
| East of Eden | Tom Rush | 3:29 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| The Guitar Case | Amanda Anne Platt & the Honeycutters | 4:18 | |
| Angeline | James McMurtry | 4:04 | |
| Wildflowers | Chris Hillman | 2:51 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
| Hobo's Prayer | Marty Stuart | 3:36 | |
| Northern Girl | Cheryl Wheeler | 3:46 | |
| It's Been a Change | Buddy & Julie Miller | 3:49 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| The Bramble And The Rose | Mary McCaslin, Jim Ringer | 3:18 | |
| In The Real West | Tish Hinojosa | 2:48 | |