| Half A Million Miles | The Kennedys | 3:45 | |
| Still Learning How to Fly | Rodney Crowell | 4:12 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| Texas Blues | Lucy Kaplansky | 2:49 | |
| Willow Tree | Diana Jones | 2:53 | |
| A Crooked Road | Darrell Scott | 4:11 | |
| Leave The Light On | Chris Smither | 3:47 | |
| King of Mexico | Bap Kennedy | 3:29 | |
| Lucinda's Room | Aaron Lee Tasjan | 4:38 | |
| I Wouldn't Be Me Without You | Rodney Crowell | 3:28 | |
| Close the Door Lightly When You Go | Richard Barone, Allison Moorer | 3:48 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| I Am the Road | The Cactus Blossoms | 2:47 | |
| Life is Fine | Tom Rush | 3:39 | |
| Say Grace | Sam Baker | 4:19 | |
| Helpless | k.d. lang | 4:17 | |
| Arroyo Seco | John Gorka | 4:24 | |
| Let's Give This Love a Try | John Hiatt | 4:11 | |
| Just for Tonight | Phoebe Hunt, The Gatherers | 3:29 | |
| I'm the One to Blame | Allison Moorer | 2:28 | |
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| Trouble Looks Good on You | Amy Speace | 2:52 | |
| I Don't Know Why | Kieran Kane, Rayna Gellert | 3:09 | |
| A Picture of Me Without You | Teddy Thompson | 2:28 | |
| Right Hand Man | Kelly Jones | 3:33 | |
| Put The Fire Out | Courtney Marie Andrews | 3:39 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Where Has My Easy Gone | Ray Bonneville | 3:47 | |
| Tell Me True (feat. Adriel Denae) | Cory Chisel, Adriel Denae | 2:40 | |
| Rhythm of the Blues | Mary Chapin Carpenter | 3:59 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Don't Remind Me - Commentary | Kelly Jones, Teddy Thompson | 1:07 | |
| Better Than This | Amy Speace | 3:40 | |
| River Girl | Kelley Mickwee | 4:47 | |
| Hug You Like a Mountain | Eliza Carthy, The Wayward Band, Teddy Thompson | 5:07 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Emerald Street | Eliza Gilkyson | 3:45 | |
| Mutineer | Jason Isbell, Amanda Shires | 3:01 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| Berlington Bertie From Bow (feat. Teddy Thompson) | Linda Thompson, Teddy Thompson | 3:58 | |
| The River Knows Your Name | John Hiatt | 4:25 | |
| In My Arms | Teddy Thompson | 3:12 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| She Thinks I Still Care | Teddy Thompson | 3:19 | |
| Laid A Highway | Tift Merritt | 3:53 | |
| No Place To Fall | The Little Willies | 4:00 | |
| Sometimes We Cry | Shana Morrison | 4:42 | |
