| April Come She Will | Tracy Grammer | 2:06 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| The Meaning of My Love | Darryl Purpose, Eliza Gilkyson | 3:57 | |
| Dangerous Fun | Jesse Winchester | 2:05 | |
| Where Has My Easy Gone | Ray Bonneville | 3:47 | |
| The Wonder of You | Chip Taylor, Carrie Rodriguez | 4:02 | |
| Hard Promises to Keep | Kimmie Rhodes | 4:49 | |
| So Many Different Things | The Rifters, Eliza Gilkyson | 4:05 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Broken White Line | Kris Delmhorst | 3:24 | |
| The Shankill And The Falls | Bap Kennedy | 2:46 | |
| Song Of The Wandering Aengus | Caroline Herring | 3:32 | |
| Our Town | Iris DeMent | 5:00 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| Catch the Wind | Kimmie Rhodes | 3:14 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Lay My Burden Down | Caroline Herring | 3:26 | |
| My Best Girl | Tom Rush | 2:53 | |
| Don't Think Twice, It's Alright | Drew Holcomb & The Neighbors | 4:39 | |
| Time Stands Still | Chris Smither | 3:45 | |
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| Biloxi | Jesse Winchester | 3:19 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Heart of a Man (feat. Ad Vanderveen & Eliza Gilkyson) | Iain Matthews, Ad Vanderveen, Eliza Gilkyson | 4:24 | |
| Fireflies | Caroline Herring | 2:43 | |
| Trouble Looks Good on You | Amy Speace | 2:52 | |
| House Carpenter | Natalie Merchant | 6:00 | |
| I Can't Help It (if I'm Still in Love With You) | Chip Taylor, Carrie Rodriguez | 3:25 | |
| Voices | Tom Rush | 3:22 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Louise - 2008 Remaster | Bonnie Raitt | 2:45 | |
| Angel Flight | Darden Smith | 3:59 | |
| A Hard Rain's A-Gonna Fall | Eliza Gilkyson | 6:28 | |
| Lolita | Robyn Ludwick, Eliza Gilkyson | 3:51 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| A Thousand Lovers | Lynn Miles | 3:34 | |
| You Don't Have the Heart for It | Red Molly | 3:49 | |
| Goin' back to Harlan (Aka Appalachian Dream) | Kate & Anna McGarrigle | 4:57 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Willin' | Richard Shindell | 3:15 | |
| Whiskey and Tears | Lynne Hanson | 4:00 | |
| Wayward Wind | Mary McCaslin | 3:29 | |
| Down By The River | Cry Cry Cry | 3:11 | |
| That's What Makes You Strong | Jesse Winchester | 3:10 | |
| I Won't Die Alone | Shelby Lynne | 2:41 | |
| Northern Girl | Cheryl Wheeler | 3:46 | |
| Closer Still | Tish Hinojosa | 4:01 | |