| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Long Way | Antje Duvekot | 6:07 | |
| You Got to Me | James McMurtry | 5:23 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| A Summer Wind, A Cotton Dress | Richard Shindell | 3:55 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Desert Flowers | Amanda Anne Platt & the Honeycutters | 5:09 | |
| Cold Missouri Waters | Richard Shindell | 5:55 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Slow Surprise | Chris Smither | 3:42 | |
| Annie's House | David Francey | 4:01 | |
| Calling The Moon | Richard Shindell | 4:59 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| Duane Allman | Amy Ray, Susan Tedeschi | 2:51 | |
| John Hardy | Chris Smither | 3:12 | |
| House Carpenter | Natalie Merchant | 6:00 | |
| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| If I Needed You | Carrie Rodriguez | 4:16 | |
| After the Storm | The Flatlanders | 3:52 | |
| Morningside | John Gorka | 3:46 | |
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| Not Lonely | Eliza Gilkyson | 4:13 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| The Kenworth of My Dreams | Richard Shindell | 4:05 | |
| Mother's Child | Nikki Matheson, Gabriel Yacoub, Rachel Polisher, Richard Shindell | 4:53 | |
| Beauty Way | Eliza Gilkyson | 3:02 | |
| Clear Blue Eyes | Amos Lee | 3:23 | |
| Paglia E Fieno | Richard Julian, Lisa Gutkin, Wendy Beckerman, Richard Shindell, Jack Hardy | 3:05 | |
| Are You Happy Now? | Richard Shindell | 3:50 | |
| Please Help Me, I'm Falling | Kieran Kane, Rayna Gellert | 3:34 | |
| Carolina | The Honeycutters | 3:28 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Bright Side of Down | John Gorka | 3:36 | |
| Cat-Eye Willie Claims His Lover | Dave Carter, Tracy Grammer | 4:06 | |
| Black Haired Boy | Shannon McNally | 3:13 | |
| Ring Them Bells | Sarah Jarosz | 3:45 | |
| Beyond The Iron Gate | Richard Shindell | 5:26 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Desperado | Lucy Wainwright Roche, Suzzy Roche | 3:03 | |
| Wedding Song | The Honeycutters | 4:06 | |
| Northern Cross | Cry Cry Cry | 2:59 | |
| Alright Alright | Birds of Chicago | 4:02 | |
| Down By The River | Cry Cry Cry | 3:11 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Long Gone | Bill Morrissey | 3:43 | |
| Something To Me | Tift Merritt | 4:09 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Fishing With Bill | Bill Morrissey, Greg Brown | 4:32 | |