| How You Learn to Live Alone | Mary Gauthier | 5:07 | |
| Close the Door Lightly When You Go | Richard Barone, Allison Moorer | 3:48 | |
| To Ramona | Sinéad Lohan | 3:43 | |
| Sweet Georgia | Malcolm Holcombe | 3:17 | |
| Tell the Devil I'm Gettin' there as Fast as I Can | Ray Wylie Hubbard | 5:47 | |
| East of Eden | Tom Rush | 3:29 | |
| Shotgun Hearts | Amy Speace, The Orphan Brigade | 4:46 | |
| Wake Me in Wyoming | Whitney Rose | 3:26 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Speed of the Sound of Loneliness | Nanci Griffith | 4:20 | |
| Tattooed | John Gorka | 3:41 | |
| The Thirty-third of August | Mickey Newbury | 5:42 | |
| Copper Canteen | James McMurtry | 4:37 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| Flowers of Love | Pieta Brown, Justin Vernon | 3:27 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Terms of My Surrender | John Hiatt | 3:29 | |
| A Hold On Me | Diana Jones | 4:20 | |
| Slippin' | Amanda Shires | 2:39 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
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| Foolish | Ray Bonneville | 3:28 | |
| Once Again | Pieta Brown, David Mansfield | 3:19 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Whiskey and Tears | Lynne Hanson | 4:00 | |
| Mandolin Wind | Amy Helm | 5:52 | |
| I Should Have Said | Bap Kennedy | 3:17 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Sugar Cane | Mary Gauthier | 4:40 | |
| Not Forgotten | Malcolm Holcombe | 2:47 | |
| Goin' back to Harlan (Aka Appalachian Dream) | Kate & Anna McGarrigle | 4:57 | |
| Fall into the Night | Tom Rush | 3:55 | |
| Real Good on My Own | Tift Merritt | 2:56 | |
| Applewood Road | Applewood Road | 2:24 | |
| West Texas Heaven | Kimmie Rhodes | 3:07 | |
| Oh Soul | Mary Gauthier | 5:26 | |
| River Song | Tom Rush | 3:33 | |
| Across the Borderline | Ry Cooder | 3:05 | |
| Deep Water | Amy Helm | 4:08 | |
| Link Of Chain | Chris Smither | 4:50 | |
| Just for Tonight | Phoebe Hunt, The Gatherers | 3:29 | |
| Happy And Free | Colvin & Earle | 2:17 | |
| Arrow | Cheryl Wheeler | 4:20 | |
| Dimming Of The Day | Bonnie Raitt | 3:39 | |
| Before You Leave | Mary Gauthier | 3:42 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| Lydia | Slaid Cleaves | 4:40 | |
| Alabama Song | Allison Moorer | 3:53 | |
| Streets Of London | Tony Rice | 4:00 | |