| An American Trilogy | Mickey Newbury | 4:54 | |
| Book of Dreams | Dion | 3:00 | |
| Ramblin' Boy | Tom Paxton | 3:58 | |
| Moon River (Live) | Josh Ritter, The Royal City Band | 3:21 | |
| That's Where I Belong | The Notting Hillbillies | 2:50 | |
| (What's So Funny 'Bout) Peace, Love And Understanding | The Holmes Brothers | 4:14 | |
| God I'm Missing You | Rodney Crowell | 3:54 | |
| Call It A Loan | Jackson Browne & David Lindley | 5:02 | |
| Light Shine | Jesse Colin Young | 5:25 | |
| Pretty Girl | Diana Jones | 3:10 | |
| Flowers of Love | Pieta Brown, Justin Vernon | 3:27 | |
| Rock Away | Phoebe Snow | 2:50 | |
| From Galway to Graceland | Richard Thompson | 3:29 | |
| Loose Talk - (feat. Claire Lynch) | Jesse Winchester, Claire Lynch | 2:45 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Where Has My Easy Gone | Ray Bonneville | 3:47 | |
| Louisiana Rain | Tony Joe White | 4:43 | |
| Someday Soon | Lucy Kaplansky | 4:01 | |
| When the Nights Are Cold | Joe Ely | 2:53 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
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| Be My Love | Geraint Watkins | 2:54 | |
| Hasten Down the Wind | Warren Zevon | 2:32 | |
| Like Lovin' Used to Be | Delbert McClinton, Self-Made-Men | 3:02 | |
| So Long Blues | Ray Bonneville | 3:56 | |
| It's a Shame About Him | Jesse Winchester | 4:08 | |
| Venezuela | Dayna Kurtz | 4:55 | |
| Wichita Lineman (feat. Billy Joel & Jerry Douglas) | Jimmy Webb, Jerry Douglas, Billy Joel | 4:15 | |
| How You Learn to Live Alone | Mary Gauthier | 5:07 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Aces Up Your Sleeve | John Hiatt | 3:21 | |
| Please Return to Jesus | Bap Kennedy | 4:11 | |
| Do La Lay | Jesse Winchester | 1:53 | |
| Lately I've Let Things Slide | Nick Lowe | 3:06 | |
| Once in a Lifetime | Paul Brady | 3:51 | |
| So Many Miles | Pieta Brown | 3:03 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Please Baby | The Notting Hillbillies | 3:49 | |
| Just Like That (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:30 | |
| Sometimes We Cry | Shana Morrison | 4:42 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| I Love It When She Lies | Greg Trooper | 3:32 | |
| Alright Alright | Birds of Chicago | 4:02 | |
| That's What Makes You Strong | Claire Lynch, Jesse Winchester | 3:47 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |
| Drop In A Bucket | Mary Gauthier | 4:10 | |
| Tonight Will Be Fine | Teddy Thompson | 3:36 | |
| Love Me | The Little Willies | 3:51 | |