| Lay Me Down | Diana Jones | 4:13 | |
| It's the Thing to Do | Amy LaVere, Will Sexton | 2:43 | |
| The Raven's Sun | Catherine MacLellan | 3:18 | |
| The Flyboy & the Kid | Rodney Crowell | 3:55 | |
| West Texas Heaven | Kimmie Rhodes | 3:07 | |
| Take The Long Way | Po' Girl, C.R. Avery | 5:32 | |
| Guinevere | Lucy Kaplansky | 4:20 | |
| I Thought That We Said Goodbye | Teddy Thompson, Kelly Jones | 2:39 | |
| Dusty Skies | The Wainwright Sisters | 2:48 | |
| Owensboro - Remastered Version | Natalie Merchant | 4:25 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Fifty Miles of Elbow Room | Iris DeMent | 3:12 | |
| Tangled and Wild | Suzie Ungerleider | 4:25 | |
| Down in the Willow Garden | The Stray Birds | 2:57 | |
| A Crooked Road | Darrell Scott | 4:11 | |
| The Call | Catherine MacLellan | 3:12 | |
| I Wouldn't Be Me Without You | Rodney Crowell | 3:28 | |
| Song Of The Wandering Aengus | Caroline Herring | 3:32 | |
| What Would You Do | Kieran Kane, Rayna Gellert | 3:25 | |
| Train to Birmingham | Kevin Welch | 4:13 | |
| Amelia | Corinne West, Kelly Joe Phelps | 3:53 | |
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| Way over Yonder in the Minor Key | Dave Carter & Tracy Grammer | 4:14 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Five Room Love Story | Cowboy Junkies | 5:19 | |
| In Chicago | Amy Speace | 3:42 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| Birmingham Sunday | Rhiannon Giddens | 6:13 | |
| Solitary Man | Tracy Grammer | 3:26 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| Sweet Is the Melody | Iris DeMent | 3:41 | |
| Summer of My Dreams | David Mallett | 3:08 | |
| A Light in the Window | Carrie Newcomer | 3:41 | |
| Saving the Good Stuff for You | Richard Thompson | 3:54 | |
| All This TIme | Sara Watkins | 3:15 | |
| Dogsong aka Sleep Dog Lullaby | The Be Good Tanyas | 4:48 | |
| Pretty Girl | Diana Jones | 3:10 | |
| It May Be Spring But I Still Need A Coat | The Webb Sisters | 3:41 | |
| House Carpenter | Natalie Merchant | 6:00 | |
| The Waking Hour | David Francey | 3:38 | |
| Maybe We'll Just Disappear | Kimmie Rhodes | 3:40 | |
| Camilla | Caroline Herring | 4:13 | |
| Venezuela | Dayna Kurtz | 4:55 | |
| No Telling | Linda Thompson | 4:59 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| Wayward Wind | Mary McCaslin | 3:29 | |
| Ohio | Diana Jones | 4:09 | |
| Stars Fell On Alabama | Tara Nevins | 2:56 | |
| King Of Bohemia | Linda Ronstadt, Ann Savoy | 3:04 | |
| The Worst Part Of A Broken Heart | Shannon McNally | 3:27 | |