| Angeline | James McMurtry | 4:04 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Hard Times | Gillian Welch | 4:52 | |
| Wisteria | Richard Shindell | 4:50 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Our Town | Iris DeMent | 5:00 | |
| Close the Door Lightly When You Go | Richard Barone, Allison Moorer | 3:48 | |
| Always | John Gorka | 3:55 | |
| Mandolin Wind | Amy Helm | 5:52 | |
| The Way It Goes | Gillian Welch | 4:01 | |
| You Give it All Away | Dar Williams | 2:47 | |
| The Kenworth of My Dreams | Richard Shindell | 4:05 | |
| Heartache Is an Uphill Climb | Tift Merritt | 3:14 | |
| See You In The Spring | Court Yard Hounds, Jakob Dylan | 4:51 | |
| Wayfaring Stranger | Traditional, Tift Merritt | 3:38 | |
| Life is Fine | Tom Rush | 3:39 | |
| Rainy Night In Georgia | Hem | 4:30 | |
| After the Rain | Chuck Prophet | 3:35 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Southern Man | Caitlin Canty | 3:43 | |
| End of the Day | Lucy Kaplansky | 4:10 | |
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| Cry | Slaid Cleaves | 3:51 | |
| It's Enough (feat. Tift Merritt) | Michael Wexler, Tift Merritt | 3:35 | |
| Scavenger | Lucy Kaplansky | 4:02 | |
| Mercy | Po' Girl | 4:56 | |
| Angel Flight | Darden Smith | 3:59 | |
| Who Holds Your Hand | Patty Larkin | 3:07 | |
| West Texas Heaven | Kimmie Rhodes | 3:07 | |
| I Can See Clearly Now | Johnny Nash, Simone Dinnerstein, Tift Merritt | 3:23 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Maiden Voyage | Caroline Herring | 3:41 | |
| I Shall Weep at Night | Brad Mehldau, Simone Dinnerstein, Tift Merritt | 4:49 | |
| Wrapped | Kelly Willis | 4:27 | |
| Willow Tree | Diana Jones | 2:53 | |
| Wondering How | Pieta Brown | 3:06 | |
| Gentle on My Mind | Billy Bragg, Joe Henry | 3:39 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Wildflowers | Chris Hillman | 2:51 | |
| I'm Gonna Make You Love Me | The Jayhawks | 3:40 | |
| When I Cross Over | Tift Merritt | 6:32 | |
| Engine To Turn | Tift Merritt | 2:51 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Keep Your Distance | Buddy & Julie Miller | 3:49 | |
| Keep You Happy | Tift Merritt | 5:05 | |
| Broke Down | Slaid Cleaves | 3:10 | |
| Summer's Almost Over | Cheryl Wheeler | 3:07 | |
| Just My Luck | Kim Richey | 3:22 | |
| I Don't Believe You've Met My Baby | Jerry Douglas | 3:13 | |
