| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| A Crooked Road | Darrell Scott | 4:11 | |
| A Hold On Me | Diana Jones | 4:20 | |
| I Should Have Said | Bap Kennedy | 3:17 | |
| Me and the Ghost Of Charlemagne | Amy Speace | 4:44 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| World Keeps On Singing | Eliza Gilkyson | 4:36 | |
| Louise - 2008 Remaster | Bonnie Raitt | 2:45 | |
| River Song | Tom Rush | 3:56 | |
| Friend of Mine | Kate Wolf | 3:52 | |
| The Way I Should | Iris DeMent | 4:26 | |
| Long Way | Antje Duvekot | 6:07 | |
| Broken White Line | Kris Delmhorst | 3:24 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Good Thing - Angels Running | Patty Larkin | 4:36 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Slow Surprise | Chris Smither | 3:42 | |
| Black Mountain Lullaby | Caroline Herring | 4:11 | |
| Peace in Our Hearts (feat. Sam Butler) | Eliza Gilkyson, Sam Butler | 3:21 | |
| Just Like That (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:30 | |
| Farewell to Fiddler's Rim | Dave Carter, Tracy Grammer | 2:12 | |
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| Solitary Singer | Eliza Gilkyson | 3:15 | |
| Goin' Home | Malcolm Holcombe | 4:49 | |
| I Had Something | Lucy Kaplansky | 4:16 | |
| Angel Flight | Darden Smith | 3:59 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Willow Tree | Red Molly | 2:47 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| If I Were a Bluebird | Linda Thompson | 6:50 | |
| Today's The Day | Lucy Kaplansky | 3:11 | |
| Come See About Me | Tom Rush | 2:50 | |
| April Come She Will | Tracy Grammer | 2:06 | |
| Still Not Home | Tift Merritt | 3:48 | |
| Leave The Light On | Chris Smither | 3:47 | |
| I Don't Know Why | Kieran Kane, Rayna Gellert | 3:09 | |
| 'Til It's Over | The Secret Sisters | 2:56 | |
| Safety Zone | Eliza Gilkyson | 4:17 | |
| My Remembrance of You | Diana Jones | 3:40 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| You Don't Have the Heart for It | Red Molly | 3:49 | |
| Broken Man (Live) | Greg Trooper | 4:19 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| This Old House | Matt Epp, Eliza Gilkyson | 4:11 | |
| If I Had a Gun | Diana Jones | 3:41 | |
| Willin' | Richard Shindell | 3:15 | |
| One Red Rose | Iris DeMent | 3:07 | |
| You Can't Always Get What You Want | Bill Morrissey, Greg Brown | 4:46 | |
| Keep Your Distance | Buddy & Julie Miller | 3:49 | |
| Remember Me | The Little Willies | 3:59 | |