| Ramblin' Boy | Tom Paxton | 3:58 | |
| Across the Great Divide | Nanci Griffith | 3:57 | |
| Shame on the Moon | Rodney Crowell | 4:40 | |
| Goin' back to Harlan (Aka Appalachian Dream) | Kate & Anna McGarrigle | 4:57 | |
| Hymn for the Crossing | Amy Speace | 3:36 | |
| The Last Thing on My Mind | Liam Clancy, Tom Paxton | 3:27 | |
| Matapedia | Kate & Anna McGarrigle | 4:53 | |
| Dusty Skies | The Wainwright Sisters | 2:48 | |
| The Lily of the West (with Mark Knopfler) | The Chieftains, Mark Knopfler | 5:09 | |
| Our Town | Iris DeMent | 5:00 | |
| Blue River | Eric Andersen | 4:45 | |
| Changes In My Mind | John Hiatt, Jerry Douglas | 3:34 | |
| Lay My Burden Down | Caroline Herring | 3:26 | |
| Swimming Song | Lucy Kaplansky | 3:01 | |
| The Time I've Wasted | Lori McKenna | 3:33 | |
| Love Hurts - 2007 Remaster | Gram Parsons | 3:42 | |
| One Step at a Time | Cheryl Wheeler | 3:23 | |
| Saints and Angels | Sharon Shannon, The Waterboys | 5:14 | |
| Real Good on My Own | Tift Merritt | 2:56 | |
| Long Black Veil | Caroline Herring | 3:14 | |
| Heaven Help The Child | Bill Callahan | 5:07 | |
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| Travellin' Shoes | Ruth Moody | 3:05 | |
| Sham-a-Ling-Dong-Ding | Jesse Winchester | 4:03 | |
| Sylvie | Sweet Honey In The Rock | 2:03 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| I Thought That We Said Goodbye | Teddy Thompson, Kelly Jones | 2:39 | |
| Can't Help but Wonder Where I'm Bound | Nanci Griffith | 3:16 | |
| Restless Farewell | Mark Knopfler | 5:51 | |
| Sweet Spot | Tift Merritt | 2:50 | |
| The Last Thing on My Mind | Tom Paxton | 3:06 | |
| The Flyboy & the Kid | Rodney Crowell | 3:55 | |
| A Summer Wind, A Cotton Dress | Richard Shindell | 3:55 | |
| Old Shoes | Tom Waits | 4:25 | |
| My Portion | I Draw Slow | 4:15 | |
| Shake Sugaree | Rhiannon Giddens | 4:24 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Please Return to Jesus | Bap Kennedy | 4:11 | |
| Dusty Old Man | Tift Merritt | 3:47 | |
| Dogsong aka Sleep Dog Lullaby | The Be Good Tanyas | 4:48 | |
| That's What Makes You Strong | Jesse Winchester | 3:10 | |
| She's Lazy | Sinéad Lohan | 2:56 | |
| Valley Morning | Loudon Wainwright III | 3:44 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Summer's Almost Over | Cheryl Wheeler | 3:07 | |
| St. Olav's Gate | Tom Russell, Nanci Griffith | 3:10 | |