| I've Been Gone | Zoe Muth and the Lost High Rollers | 4:28 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Don't Let Us Get Sick | Warren Zevon | 3:06 | |
| You're Not Standing Like You Used To | Kate Wolf | 3:46 | |
| Fifty Miles of Elbow Room | Iris DeMent | 3:12 | |
| The Beast in Me | Nick Lowe | 2:28 | |
| Acid Tongue | Jenny Lewis | 3:50 | |
| In the Air | The Handsome Family | 3:31 | |
| Quiet Corners & Empty Spaces | The Jayhawks | 3:06 | |
| Powderfinger | Cowboy Junkies | 5:45 | |
| He Reached Down | Iris DeMent | 4:12 | |
| Reasons To Quit | Phosphorescent | 3:13 | |
| Churches Off the Interstate | Laura Cantrell | 2:59 | |
| Wichita Ain't so Far Away | The Delines | 2:31 | |
| No Regrets - 2008 Remaster | Tom Rush | 3:51 | |
| Everything Is Free | Gillian Welch | 4:47 | |
| Sing the Delta | Iris DeMent | 6:48 | |
| In Spite of Ourselves (feat. Iris DeMent) | John Prine, Iris DeMent | 3:33 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Goin' to Acapulco | Jim James, Calexico | 4:58 | |
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| If I Could Only Fly | Blaze Foley | 4:04 | |
| Goin' back to Harlan (Aka Appalachian Dream) | Kate & Anna McGarrigle | 4:57 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Feels Like Lightning | Josh Ritter | 3:02 | |
| Trains and Boats and Planes | Laura Cantrell | 4:14 | |
| Shake Sugaree | Elizabeth Cotten and Brenda Evans | 5:02 | |
| Left Alone | Malcolm Holcombe, Iris DeMent | 4:11 | |
| There's a Whole Lotta Heaven | Iris DeMent | 3:35 | |
| Clay Pigeons | John Prine | 4:27 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| No Depression | Uncle Tupelo | 2:20 | |
| Christchurch Woman | Justin Townes Earle | 4:11 | |
| White Light / White Heat | Ralph Stanley | 1:38 | |
| Early Morning Melody | Kate Wolf | 2:44 | |
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| Merrimac County | Tom Rush | 2:51 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Boots of Spanish Leather | Nanci Griffith | 5:17 | |
| I Hope That I Don't Fall In Love With You | Tom Waits | 3:53 | |
| I Don't Know | Chris Smither | 4:04 | |
| In Spite of Ourselves | Iris DeMent | 3:04 | |
| Workin' Woman Blues | Valerie June | 3:05 | |
| King's Highway | Joe Henry | 3:47 | |
| Cold & Bitter Tears | Ted Hawkins | 2:14 | |
| Railroad | Béla Fleck, Abigail Washburn | 3:36 | |
| It'll Take A Long Time | Sandy Denny | 5:14 | |
| Ingrid Bergman | Billy Bragg, Wilco | 1:50 | |
| Tell Moses | Colvin & Earle | 3:41 | |