| These Are The Good Old Days | Courtney Marie Andrews | 2:35 | |
| Tired of This Life | Dawn Landes | 3:04 | |
| Flowers of Love | Pieta Brown, Justin Vernon | 3:27 | |
| Darling Dear | Dead Horses | 3:45 | |
| One Hundred Million Years | M. Ward | 2:11 | |
| Summertime Mama | Becca Mancari | 2:56 | |
| Ahi Esta Mi Nina | Justin Townes Earle | 4:06 | |
| Acid Tongue | Jenny Lewis | 3:50 | |
| Ricochet | Pieta Brown | 2:49 | |
| Where I Come From | Patty Griffin | 4:44 | |
| Dance Around the Room with Me | Ana Egge | 2:58 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| This Time | Courtney Marie Andrews | 3:06 | |
| Precita | Mount Moriah | 2:47 | |
| Fishin' with You | Carsie Blanton | 2:16 | |
| All The Money I Had Is Gone | The Deep Dark Woods | 4:08 | |
| Plastic Bouquet | Kacy & Clayton, Marlon Williams | 2:57 | |
| Exit | Joe Pug | 2:57 | |
| Hardlytown | Hiss Golden Messenger | 3:17 | |
| Trouble in Mind (feat. Courtney Marie Andrews & Jon Berry) | Asher Deaver, Courtney Marie Andrews, Jon Berry | 4:56 | |
| Spring Wind | Greg Brown | 4:34 | |
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| Here Comes The Sun Again | M. Ward | 2:23 | |
| I Could've Been Your Lover Too | Rachel Baiman | 3:09 | |
| Buzzin' Fly | Bonny Light Horseman, Eric D. Johnson, Anaïs Mitchell, Josh Kaufman | 5:37 | |
| Ships in the Night | Courtney Marie Andrews | 4:02 | |
| Into the Sun | Watchhouse | 3:52 | |
| Is It Over | The Cactus Blossoms | 2:39 | |
| When You Bloom (Colorado) | Rachel Baiman | 4:01 | |
| Santa Fe | Samantha Crain | 4:21 | |
| Cost of the Cold | Joan Shelley | 3:50 | |
| Hallelujah (I’m a Dreamer) | Luther Dickinson, Amy LaVere | 2:48 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Change My Mind | Courtney Marie Andrews | 3:03 | |
| Tehachapi | Margo Cilker | 3:07 | |
| Down on the Lower East Side | Justin Townes Earle | 3:06 | |
| Something to Lose | Rachel Baiman | 3:12 | |
| Our Town | Iris DeMent | 5:00 | |
| The Poet Game | Greg Brown | 5:32 | |
| Red Pony | Dead Horses | 3:53 | |
| Downtown Train | Courtney Marie Andrews | 4:14 | |
| California | Bonny Light Horseman, Anaïs Mitchell, Eric D. Johnson, Josh Kaufman | 3:16 | |
| Million Dollar Bill | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 4:03 | |
| The Long Game | Johnathan Rice, Courtney Marie Andrews | 2:34 | |
| Shine a Different Way | Patty Griffin | 5:17 | |
| Wichita Ain't so Far Away | The Delines | 2:31 | |
| Leave The Light On | Chris Smither | 3:47 | |
| (I’m Gonna Get Over This) Some Day | Logan Ledger | 2:52 | |
| Red Bird Morning | S.G. Goodman | 3:13 | |
| Overland | I'm With Her, Sara Watkins, Sarah Jarosz, Aoife O'Donovan | 3:25 | |