| Boomtown | Greg Brown | 3:19 | |
| Pretty Girl | Diana Jones | 3:10 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| Light Enough to Travel | The Be Good Tanyas | 4:58 | |
| Houdini Didn't Like the Spiritualists (feat. Shannon McNally) | Terry Allen, The Panhandle Mystery Band, Shannon McNally | 4:04 | |
| End of the Day | Lucy Kaplansky | 4:10 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| Green Hills | Eilen Jewell | 2:23 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Hymn for the Crossing | Amy Speace | 3:36 | |
| Wayfaring Stranger | Traditional, Tift Merritt | 3:38 | |
| You Must Go | Lilly Hiatt | 5:02 | |
| Devil May Care | Son Volt | 2:58 | |
| Broken White Line | Kris Delmhorst | 3:24 | |
| To Myself | Tift Merritt | 3:34 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| I Had Something | Lucy Kaplansky | 4:16 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
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| Coast | Eliza Gilkyson | 3:25 | |
| Jesus On A Greyhound | Shelby Lynne | 5:02 | |
| Station To Station | Jay Farrar | 2:39 | |
| Sweet Spot | Tift Merritt | 2:50 | |
| P-Town | Lilly Hiatt | 2:46 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| My List | Shelby Lynne, Allison Moorer | 2:52 | |
| Emerald Street | Eliza Gilkyson | 3:45 | |
| I Can See Clearly Now | Johnny Nash, Simone Dinnerstein, Tift Merritt | 3:23 | |
| The Way I Should | Iris DeMent | 4:26 | |
| Banshee Moan | Shannon McNally | 4:01 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Cincinnati Motel | Neal Casal | 4:26 | |
| Slippin' | Amanda Shires | 2:39 | |
| There's a Wall in Washington | Iris DeMent | 5:19 | |
| You Got to Me | James McMurtry | 5:23 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| I Want to See the Bright Lights Tonight | Dori Freeman | 3:14 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| Afraid | Ted Hawkins | 4:36 | |
| I'm Still Loving You | Blackie & The Rodeo Kings | 4:27 | |
| I Know Love Is All I Need | Rodney Crowell | 5:20 | |
| The Worst Part Of A Broken Heart | Shannon McNally | 3:27 | |
| Bird Of Freedom | Tift Merritt | 4:06 | |
| Memphis | Cry Cry Cry | 4:55 | |
| The River's Gonna Run | Buddy & Julie Miller | 3:59 | |
| Out In The Rain | Julie Miller | 4:20 | |