| Fool's Errand | Peter Mulvey | 3:49 | |
| Willow Tree | Diana Jones | 2:53 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Blues Run the Game | Colin Meloy | 3:03 | |
| Mama Don't Cry | I Draw Slow | 4:09 | |
| Come Sunday | The Stray Birds | 4:41 | |
| Farewell to Fiddler's Rim | Dave Carter, Tracy Grammer | 2:12 | |
| Fearless Heart | Lynn Miles | 3:41 | |
| My Bloody Heart | Cahalen Morrison & Eli West | 1:50 | |
| Apocalypso | I Draw Slow | 3:12 | |
| Red Pony | Dead Horses | 3:53 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| Yarrow | Red Tail Ring | 3:21 | |
| Fishin With You (Acoustic) | Carsie Blanton | 2:17 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| Pull the Moon | Caitlin Canty | 4:02 | |
| Weight of the World | 10 String Symphony | 2:35 | |
| That's All Right | Dori Freeman | 3:18 | |
| I Could've Been Your Lover Too | Rachel Baiman | 3:09 | |
| The Lonely Persistence of Time | Mary Bragg | 4:20 | |
| Sing | The Small Glories | 2:50 | |
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| Crocodile Man | Dave Carter, Tracy Grammer | 3:02 | |
| Frolic of the Bees | Phoebe Hunt, The Gatherers | 3:02 | |
| Save This Heart | Molly Tuttle | 3:01 | |
| River Alone | Caitlin Canty | 4:54 | |
| Ohio Turnpike | Red Tail Ring | 4:28 | |
| Farewell to Bitterroot Valley | Dave Carter, Tracy Grammer | 2:37 | |
| A Wanderer I'll Stay | Pharis & Jason Romero | 3:37 | |
| Don't She Run | I Draw Slow | 3:24 | |
| How Bad I Wanna Live | Maya De Vitry | 2:53 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Wondering How | Pieta Brown | 3:06 | |
| My Flowers, My Companions, and Me | Pharis & Jason Romero | 3:04 | |
| Down in the Willow Garden | The Stray Birds | 2:57 | |
| Country Blues | Zoe Muth and the Lost High Rollers | 4:33 | |
| Boots of Spanish Leather | Nanci Griffith | 6:13 | |
| That Boy's Not Fair | I Draw Slow | 4:19 | |
| San Andreas Fault | Amelia Curran | 3:04 | |
| Seven Yellow Gypsies | Kacy & Clayton | 3:10 | |
| It Must Be Someone Else’s Fault | Courtney Marie Andrews | 3:18 | |
| Get Up | Caitlin Canty | 3:44 | |
| Goldmine | I Draw Slow | 3:19 | |
| Goin' Across the Mountain | Anna & Elizabeth | 2:18 | |
| The Flood in Color | Joe Pug | 2:37 | |
| Long Black Veil | Caroline Herring | 3:14 | |
| The Wagoner's Lad | The Duhks | 3:32 | |
| Railroad | Béla Fleck, Abigail Washburn | 3:36 | |
| The Birds Were Singing Of You | Uncle Earl | 3:24 | |
| Willie Taylor | Uncle Earl | 4:11 | |