| Tear My Stillhouse Down | Gillian Welch | 4:32 | |
| Smile When You Call Me That | Jakob Dylan | 3:59 | |
| Wave | Alejandro Escovedo | 5:26 | |
| Blue Is My Heart | Holly Williams | 2:42 | |
| Flowers of Love | Pieta Brown, Justin Vernon | 3:27 | |
| Steal Your Heart Away | Watkins Family Hour, Sara Watkins, Sean Watkins | 2:45 | |
| I Guess He'd Rather Be in Colorado | Mary Chapin Carpenter | 3:14 | |
| I Had Something | Lucy Kaplansky | 4:16 | |
| South Central Rain | Hem | 3:10 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Valentine's Day | Hem | 4:32 | |
| Fishing in the Morning | Dar Williams | 2:38 | |
| Grave Angels | Joe Henry | 5:31 | |
| Morning Song for Sally | Nanci Griffith | 4:55 | |
| The Way It Goes | Gillian Welch | 4:01 | |
| Don't You Fall | The Be Good Tanyas | 3:38 | |
| Myrna Lee | Blue Mountain | 3:45 | |
| Love, Love, Love | Vidar Vang, Tift Merritt | 4:06 | |
| Still Not Home | Tift Merritt | 3:48 | |
| You And Tequila | Matraca Berg | 4:07 | |
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| Human Heart | Danny Burns, Tift Merritt | 3:00 | |
| You're Everything I Wanted Love to Be | Darrell Scott | 3:17 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Pass You By | Gillian Welch | 3:57 | |
| To Myself | Tift Merritt | 3:34 | |
| Life Is Bad | Shelby Lynne | 3:18 | |
| Pale Blue Eyes | Alejandro Escovedo | 6:15 | |
| Let's Just Be Friends for Tonight | Zoe Muth and the Lost High Rollers | 3:46 | |
| I'm On Fire | Whitehorse | 3:54 | |
| Childish Things | James McMurtry | 4:35 | |
| Don't Explain | Billie Holiday, Simone Dinnerstein, Tift Merritt | 4:11 | |
| Tecumseh Valley | Nanci Griffith | 4:29 | |
| Sweet Spot | Tift Merritt | 2:50 | |
| Wayfaring Stranger | Traditional, Tift Merritt | 3:38 | |
| My Old Drunk Friend | Freakwater | 3:33 | |
| Movin' On | Po' Girl | 2:51 | |
| Maiden Voyage | Caroline Herring | 3:41 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| Good Hearted Man | Tift Merritt | 3:39 | |
| Neighborhood | Tift Merritt | 3:19 | |
| Tailspin | The Jayhawks | 3:18 | |
| Down By The River | Cry Cry Cry | 3:11 | |
| Remember Me | The Little Willies | 3:59 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Where I Am Now | Shelby Lynne | 3:40 | |