| Waiting for a Train | Billy Bragg, Joe Henry | 2:46 | |
| China | Greg Brown | 4:19 | |
| Heart Like a Wheel | Kate & Anna McGarrigle | 3:12 | |
| Trains and Boats and Planes | Laura Cantrell | 4:14 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| I'm Bound for the Mountains and the Sea | Tom Paxton | 3:04 | |
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | |
| Not the Tremblin' Kind | Laura Cantrell | 3:37 | |
| Do It | Jesse Winchester | 1:27 | |
| No Regrets - 2008 Remaster | Tom Rush | 3:51 | |
| Laughing River | Greg Brown | 4:19 | |
| House Carpenter | Natalie Merchant | 6:00 | |
| Catch the Wind | Liam Clancy, Donovan | 4:12 | |
| Workin' On A World | Iris DeMent | 3:49 | |
| Willow Tree | Diana Jones | 2:53 | |
| Tecumseh Valley | Nanci Griffith | 4:29 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| Only Fooling | Teddy Thompson, Kelly Jones | 2:45 | |
| The Last Word* | Mary Chapin Carpenter | 3:36 | |
| Lay Down Your Burden | Jesse Winchester | 4:06 | |
| Once Again, One Day...Will You Be Mine | Chip Taylor, Carrie Rodriguez | 5:35 | |
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| Clear Blue Eyes | Amos Lee | 3:23 | |
| A Prayer Like Any Other (For Nikke) [feat. Fats Kaplin] | Kieran Kane, Kevin Welch, Fats Kaplin | 3:45 | |
| Donald And Lydia | Steve Goodman | 4:51 | |
| 'Til It's Over | The Secret Sisters | 2:56 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Love Is Our Cross To Bear | John Gorka | 4:16 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Hymn for the Crossing | Amy Speace | 3:36 | |
| Barbershop Blue | Mirabelle Defoe | 3:16 | |
| One Good Reason | Lucy Kaplansky | 3:09 | |
| Death in Arkansas | Eliza Gilkyson | 4:18 | |
| Black Muddy Water | Norma Waterson | 4:21 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| Houston | Mary Chapin Carpenter | 5:45 | |
| Tomorrow Is A Long Time | Sandy Denny | 3:54 | |
| Memphis | Cry Cry Cry | 4:55 | |
| Why Don't You Love Me | The Secret Sisters | 2:19 | |
| I Have A Need For Solitude | Mary Chapin Carpenter | 3:43 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Blue Moon Of Kentucky | Sarah Harmer, Jason Euringer | 2:07 | |
| Wayward Wind | Mary McCaslin | 3:29 | |
| Dimming Of The Day | Bonnie Raitt | 3:39 | |
| Do You Love An Apple | The Secret Sisters | 2:41 | |
| River Of Love | T Bone Burnett | 3:31 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
| Iowa - Acoustic Revisited Version | Dar Williams, Gary Louris, Sara Watkins, Sean Watkins, Mary Chapin Carpenter, Motherlode | 4:56 | |
| Love Abides | Tom Russell, Iris DeMent | 4:05 | |