| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| If I Needed You | Carrie Rodriguez | 4:16 | |
| Pony | Diana Jones | 4:40 | |
| Self-Righteous Fool | Denise Glover | 3:50 | |
| The Raven's Sun | Catherine MacLellan | 3:18 | |
| Willin' | Richard Shindell | 3:15 | |
| Swimming Song | Lucy Kaplansky | 3:01 | |
| The Grandmas House | Gianmarco Gisi | 3:44 | |
| The Briar and the Rose | Old Man Luedecke | 3:36 | |
| Birds of the Borderland | The Stray Birds | 3:47 | |
| Carolina in the Pines (with Indigo Girls) | Alison Brown, Indigo Girls | 4:57 | |
| Amelia | Corinne West, Kelly Joe Phelps | 3:53 | |
| One Red Rose | Iris DeMent | 3:07 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| The Gift | Lucy Kaplansky | 3:43 | |
| House Carpenter | Natalie Merchant | 6:00 | |
| Marie | The Honeycutters | 4:43 | |
| Never Die Young | Lori McKenna | 4:42 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| Enough | Laurie Lewis | 4:34 | |
| The Late John Garfield Blues | Sara Watkins | 4:06 | |
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| Fireflies | Caroline Herring | 2:43 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| When My Work Is Done | Stephen Fearing | 2:48 | |
| Miles Away | Roseanne Reid | 2:24 | |
| River's Fool | Corinne West, Kelly Joe Phelps | 5:00 | |
| Reasonland | Antje Duvekot | 4:38 | |
| Willow Tree | Diana Jones | 2:53 | |
| I Had Something | Lucy Kaplansky | 4:16 | |
| These Hills | Iris DeMent | 3:40 | |
| Ern & Zorry's Sneakin' Bitin' Dog | Dori Freeman | 2:10 | |
| Black Haired Boy | Shannon McNally | 3:13 | |
| The Little Things Are Hardest in the End | Pharis & Jason Romero | 3:22 | |
| Texas Tornado | The Stoplight Flyers | 4:56 | |
| Mama's Little Rose | Grey DeLisle, Jolie Holland | 2:57 | |
| Driving | Po' Girl | 3:48 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| I Never | Caitlin Canty | 3:19 | |
| Lovin' Eyes | Applewood Road, Aaron Lee Tasjan | 2:15 | |
| My Remembrance of You | Diana Jones | 3:40 | |
| If I Were a Bluebird | Linda Thompson | 6:50 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Annie's Lover | Dave Carter, Tracy Grammer | 2:52 | |
| My Love Will Follow You | Richard Shindell | 4:13 | |
| Tell Me A Story | Po' Girl | 3:13 | |
| Love O Love | Diana Jones | 2:32 | |
| The Birds Were Singing Of You | Uncle Earl | 3:24 | |
| Northern Girl | Cheryl Wheeler | 3:46 | |
| Goldmine | Diana Jones | 3:56 | |