| Swimming Song | Lucy Kaplansky | 3:01 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| Sorrow Be the Bird | Lula Wiles | 3:08 | |
| I’m In Asheville | John Hiatt, Jerry Douglas | 3:26 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| Wasted Word | Kris Delmhorst | 3:22 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| Next Best Western | Richard Shindell | 4:17 | |
| Unknown Legend | Caitlin Canty | 3:55 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Dusty Boxcar Wall | Eilen Jewell | 2:43 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Shirt | Peter Mulvey | 3:10 | |
| Black Jack Davey | Hurray For The Riff Raff | 3:11 | |
| Once Again, One Day...Will You Be Mine | Chip Taylor, Carrie Rodriguez | 5:35 | |
| The Flyboy & the Kid | Rodney Crowell | 3:55 | |
| Killing the Blues | Chris Smither | 5:49 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
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| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Ricochet | Pieta Brown | 2:49 | |
| What It Takes | Fred Eaglesmith | 3:57 | |
| Sammi's Song | Tré Burt | 1:59 | |
| Not Dark Yet | Shelby Lynne, Allison Moorer | 4:19 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Going Away | The Flatlanders | 5:04 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Buck Up | Carsie Blanton | 3:05 | |
| Are You Happy Now? | Richard Shindell | 4:10 | |
| Leave The Light On (feat. Rusty Belle and Robin Smither) | Chris Smither | 3:31 | |
| Sweet Georgia | Malcolm Holcombe | 3:17 | |
| You Got to Me | James McMurtry | 5:23 | |
| Boulevard Of Broken Dreams | Bill Bourne | 3:25 | |
| I Never | Caitlin Canty | 3:19 | |
| The Trumpet Vine | Kate Wolf | 4:29 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| Holding Up the Sky | Buddy & Julie Miller | 3:09 | |
| Letter From Heaven | Bill Morrissey | 1:54 | |
| Groovy Little Things | Ted Hawkins | 3:29 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Shades Of Gray | Cry Cry Cry | 5:05 | |
| Dim Star Of The Palisades | Birds of Chicago | 2:58 | |
| Rings | Leo Kottke | 2:51 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| She's That Kind Of Mystery | Bill Morrissey | 3:29 | |