| Goin' Home | Malcolm Holcombe | 4:49 | |
| House Carpenter | Natalie Merchant | 6:00 | |
| Going Going Gone | Watkins Family Hour, Sara Watkins, Sean Watkins | 3:12 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Long Black Veil | Caroline Herring | 3:14 | |
| Everybody Knows | The Jayhawks | 4:10 | |
| Rosie | The Beat Farmers | 2:23 | |
| Kiss Her Goodnight | Stacey Earle | 3:05 | |
| Wichita Ain't so Far Away | The Delines | 2:31 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| Losers Weep | Stacey Earle, Mark Stuart | 5:16 | |
| Fourth of July, Asbury Park (Sandy) | Richard Shindell | 6:35 | |
| Laughing River | Greg Brown | 4:19 | |
| She's a River | Gurf Morlix | 4:28 | |
| Unforgiven | Bap Kennedy | 3:37 | |
| Drinkin' Problem | Lori McKenna | 4:00 | |
| Diplomacy | Chris Smither | 2:37 | |
| Across the Great Divide | Kate Wolf | 4:14 | |
| Pilgrim's Progress | Kris Kristofferson | 2:14 | |
| Soldier, Soldier | Natalie Merchant | 3:45 | |
| Only the Song Survives | John Hiatt | 4:00 | |
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| Forty Miles From Nowhere | Rodney Crowell | 5:59 | |
| Are You Happy Now? | Richard Shindell | 3:49 | |
| Churches Off the Interstate | Laura Cantrell | 2:59 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| Across The River | Alejandro Escovedo | 5:20 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| From Galway to Graceland | Richard Thompson | 3:29 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Barroom Girls | Gillian Welch | 4:13 | |
| Weekend Runaways | Stacey Earle | 3:30 | |
| Close the Door Lightly When You Go | Richard Barone, Allison Moorer | 3:48 | |
| Cried My Heart Out | Stacey Earle | 4:23 | |
| All of Your Stories | Jesse Winchester | 2:33 | |
| One More Dollar | Gillian Welch | 4:35 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Down Low | Teddy Thompson | 5:52 | |
| A Kiss Before I Go | Ryan Adams & The Cardinals | 2:04 | |
| Don't Toss Us Away | Lone Justice | 4:19 | |
| Geronimo | Shannon McNally | 3:50 | |
| What Led Me To This Town | The Jayhawks | 4:09 | |
| Bidin’ My Time | Chris Hillman | 2:59 | |
| All The Right Reasons | The Jayhawks | 3:24 | |
| I'm Alright | Kim Richey | 4:01 | |
| Tampa To Tulsa | The Jayhawks | 4:01 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Every River | Kim Richey | 3:59 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Everybody Move It | Teddy Thompson | 2:55 | |