| Dixie Chicken | Little Feat | 3:59 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Please Let Me Go Round Again | Swamp Dogg, John Prine | 4:40 | |
| Dusty Old Man | Tift Merritt | 3:47 | |
| Colorado | Stephen Stills | 2:52 | |
| Oh Soul | Mary Gauthier | 5:26 | |
| Creosote | Son Volt | 4:12 | |
| The Wolfman of Del Rio | Terry Allen | 5:38 | |
| Willin' | Little Feat | 2:54 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| Lone Pine Hill | Justin Townes Earle | 3:03 | |
| Wildfire | Watchhouse | 5:29 | |
| Sixteen Angels Dancing 'Cross the Moon | Chip Taylor, John Prine | 3:18 | |
| Going To The Country | Bruce Cockburn | 3:16 | |
| If I Could Only Fly | Blaze Foley | 4:04 | |
| I Sang The Song | Mac Wiseman, John Prine, Peter Cooper, Thomm Jutz | 3:35 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Do It | Jesse Winchester | 1:27 | |
| Mississippi Phone Booth | John Hiatt, Jerry Douglas | 3:06 | |
| Accidentally Like a Martyr | Warren Zevon | 3:42 | |
| The Girl Who Danced Oklahoma | Terry Allen | 4:18 | |
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| Donald and Lydia | John Prine | 4:30 | |
| The Flyboy & the Kid | Rodney Crowell | 3:55 | |
| Early Morning Rain | Gordon Lightfoot | 3:18 | |
| Fishin' Blues | Taj Mahal | 3:04 | |
| I Wish We Had Our Time Again | Todd Snider | 2:28 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| Spanish Moss | Jackson C. Frank | 4:30 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| Fountain of Sorrow - Remastered | Jackson Browne | 6:52 | |
| Vinyl Records | Todd Snider | 2:29 | |
| Old Kentucky Home | Randy Newman | 2:39 | |
| Travelers Paradise | The Cactus Blossoms | 2:58 | |
| How Can I Miss You When You Won't Go Away | Dan Hicks & His Hot Licks | 2:39 | |
| I Am a Pilgrim | The Byrds | 3:39 | |
| Glory of True Love | John Prine | 4:12 | |
| Our Town | Iris DeMent | 5:00 | |
| Til a Tear Becomes a Rose | Fiona Prine, John Prine, Dermot Byrne | 2:57 | |
| Boulder to Birmingham - 2003 Remaster | Emmylou Harris | 3:33 | |
| Illegal Smile | John Prine | 3:13 | |
| Don't Look for Me | Jeffrey Foucault | 3:05 | |
| Nothing But A Breeze | Jesse Winchester | 4:34 | |
| Tell Old Bill | Dave Van Ronk | 4:24 | |
| Desperados Under the Eaves | Warren Zevon | 4:47 | |
| I Think I'll Take To Whiskey | Jesse Colin Young | 2:50 | |
| Where Have All The Average People Gone - Single Version | Roger Miller | 3:01 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| No Love At All | T Bone Burnett | 2:54 | |
| Through the Morning, Through the Night | Robert Plant, Alison Krauss | 4:00 | |
