| If No One Ever Marries Me | Natalie Merchant | 2:21 | |
| Speed of the Sound of Loneliness | Nanci Griffith | 4:20 | |
| Biloxi | Jesse Winchester | 3:19 | |
| Ramblin' Boy | Tom Paxton | 3:58 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| American Crow | Missy Raines, Missy Raines & the New Hip | 3:19 | |
| Don't Let It Trouble Your Mind | Rhiannon Giddens | 3:39 | |
| Love Hurts - 2007 Remaster | Gram Parsons | 3:42 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Where I'm From | Shelby Lynne | 3:50 | |
| Fish and Bird | Noam Pikelny, Aoife O'Donovan | 5:13 | |
| Brother Flower | Townes Van Zandt, Kimmie Rhodes | 2:56 | |
| Who Holds Your Hand | Patty Larkin | 3:07 | |
| Do It | Jesse Winchester | 1:27 | |
| Farewell to Fiddler's Rim | Dave Carter, Tracy Grammer | 2:12 | |
| People Get Old | Lori McKenna | 3:42 | |
| Let the Mystery Be | 10,000 Maniacs | 3:08 | |
| Visions Of Johanna | Marianne Faithfull | 4:36 | |
| My List | Shelby Lynne, Allison Moorer | 2:52 | |
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
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| Summer Song | Caroline Herring | 4:19 | |
| Always | John Gorka | 3:55 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Broken White Line | Kris Delmhorst | 3:24 | |
| Rainy Night In Georgia | Hem | 4:30 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Deportee (Plane Wreck at Los Gatos) | Nanci Griffith | 5:21 | |
| I Dreamed I Saw St. Augustine | Thea Gilmore | 4:45 | |
| Early Morning Rain | Billy Bragg, Joe Henry | 4:13 | |
| I'm Looking for Blue Eyes | Shelby Lynne, Allison Moorer | 2:57 | |
| Tumbling Tumbleweeds | Sara Watkins, I'm With Her | 2:42 | |
| You Give it All Away | Dar Williams | 2:47 | |
| Home - 2008 Remaster | Bonnie Raitt | 3:28 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Who Knows Where the Time Goes | Nanci Griffith | 5:34 | |
| Swimming Song | Kate & Anna McGarrigle | 2:29 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Thirsty Boots | Eric Andersen | 5:13 | |
| Color Of Love | Birds of Chicago | 3:24 | |
| Lord, I Have Made You A Place In My Heart | Cry Cry Cry | 3:34 | |
| Summer's Almost Over | Cheryl Wheeler | 3:07 | |
| You Ain't Going Nowhere | Nitty Gritty Dirt Band | 3:52 | |
| St. Olav's Gate | Nanci Griffith | 3:11 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Tomorrow Is A Long Time | Sandy Denny | 3:54 | |
| Northern Girl | Cheryl Wheeler | 3:46 | |
| Down The Road | Mary McCaslin | 2:28 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |