| Cold Grey Ground | Diana Jones | 2:21 | |
| The Beauty Way | Lucy Kaplansky | 4:11 | |
| The Last Spike | Cowboy Junkies | 4:24 | |
| All The Pretty Little Houses | Caroline Herring | 3:06 | |
| If I Were a Bluebird | Linda Thompson | 6:50 | |
| Two Gunslinger | Mirabelle Defoe | 3:27 | |
| Churches Off the Interstate | Laura Cantrell | 2:59 | |
| Dusty Skies | The Wainwright Sisters | 2:48 | |
| Oyster and Pearl | Amy Ray, Phil Cook, Brad Cook, Justin Vernon | 4:00 | |
| Wouldn't Be the First Time | Kieran Kane, Rayna Gellert | 2:59 | |
| San Andreas Fault | Amelia Curran | 3:04 | |
| Poor Girl - Rhude | Po' Girl | 3:21 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| Learning to Drive | Caroline Herring | 3:32 | |
| In Chicago | Amy Speace | 3:42 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Cathedrals | Cry Cry Cry | 3:36 | |
| Crocodile Man | Dave Carter, Tracy Grammer | 3:02 | |
| Tenderhearted | Sara Watkins | 2:54 | |
| Cactus Tree | Caroline Herring | 4:31 | |
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| The Asp and the Albatross | Freakwater | 3:10 | |
| Stopped My Horse | Pieta Brown, Carrie Rodriguez | 3:17 | |
| Willow Tree | Diana Jones | 2:53 | |
| Sundresses | Melissa Corbett | 3:27 | |
| Sweet Spot | Tift Merritt | 2:50 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Ringside Rodeo | Caroline Herring | 3:57 | |
| Sit Down Sister | Natalie Merchant | 1:36 | |
| Poor Girl - Klein | Po' Girl | 3:10 | |
| She Let Go of Her Kite | Amanda Shires | 3:48 | |
| Nothing's Gonna Change the Way You Feel About Me Now | Justin Townes Earle | 3:04 | |
| Harvest Moon Blues | Zoe Muth and the Lost High Rollers | 4:46 | |
| Patience | Redbird | 3:18 | |
| Mama | Lula Wiles | 3:18 | |
| Coast | Eliza Gilkyson | 3:25 | |
| Dark Eyes | Dawn Landes, Bonnie "Prince" Billy | 4:42 | |
| Take The Long Way | Po' Girl, C.R. Avery | 5:32 | |
| Mutineer | Jason Isbell, Amanda Shires | 3:01 | |
| Who Holds Your Hand | Patty Larkin | 3:07 | |
| Eastern Light (feat. Sam Beam) | Tift Merritt, Sam Beam | 4:34 | |
| 'Til It's Over | The Secret Sisters | 2:56 | |
| Not the Tremblin' Kind | Laura Cantrell | 3:37 | |
| Long Black Veil | Caroline Herring | 3:14 | |
| No Not Me | Pieta Brown | 4:19 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| Mercy | Po' Girl | 4:56 | |
| Adieu False Heart | Linda Ronstadt, Ann Savoy | 3:34 | |
| Down The Road | Mary McCaslin | 2:28 | |
