| Motel Blues | Loudon Wainwright III | 2:47 | |
| Graceland | Justin Townes Earle | 3:14 | |
| Angels and Acrobats | Rod Picott | 2:55 | |
| Stars in My Life | The Flatlanders | 3:20 | |
| Scavenger | Lucy Kaplansky | 4:02 | |
| I Wish We Had Our Time Again | Todd Snider | 2:28 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| Me and Bobby McGee | Gordon Lightfoot | 3:46 | |
| Sparrows and Sparrows | Malcolm Holcombe | 2:48 | |
| Hasten Down the Wind | Warren Zevon | 2:32 | |
| Ten Year Night | Lucy Kaplansky | 5:12 | |
| Farewell to Saint Dolores | Dave Carter, Tracy Grammer | 4:29 | |
| 36 Cents | The Bacon Brothers | 4:24 | |
| Hometeam Crowd | Loudon Wainwright III | 1:49 | |
| Dusty Old Man | Tift Merritt | 3:47 | |
| West Texas Heaven | Kimmie Rhodes | 3:07 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| I Eat Out | Loudon Wainwright III | 1:55 | |
| Accidentally Like a Martyr | Warren Zevon | 3:06 | |
| Maiden Voyage | Caroline Herring | 3:41 | |
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| 2 Dollar Shoes | Rosie Thomas | 3:10 | |
| Lullaby | Loudon Wainwright III | 2:57 | |
| We Are Each Other's Angels | Chuck Brodsky | 4:54 | |
| Brokedown Palace | Adrienne Young | 5:22 | |
| Farewell to Fiddler's Rim | Dave Carter, Tracy Grammer | 2:12 | |
| Way Over Yonder | The Small Glories | 4:41 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Old Mountain Line | Po' Girl | 2:10 | |
| Five Hearts Breaking | Alejandro Escovedo | 4:10 | |
| You Won't Find Me | Amelia Curran | 3:23 | |
| Lovin' Eyes | Applewood Road, Amber Rubarth, Amy Speace, Emily Barker | 2:15 | |
| Will the Circle be Unbroken | Michelle Wright, Iris DeMent, Mairéad Ní Mhaonaigh | 4:37 | |
| It's Just You (with Iris Dement) | Keith Sykes, Iris DeMent | 3:21 | |
| One More Night In Brooklyn | Justin Townes Earle | 3:04 | |
| The Swimming Song | Loudon Wainwright III | 2:27 | |
| My Remembrance of You | Diana Jones | 3:40 | |
| Me And That Train | Patty Larkin | 5:01 | |
| Pretty World | Sam Baker | 3:01 | |
| I Don't Believe You've Met My Baby | Jerry Douglas | 3:13 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
| This Morning I Am Born Again | Slaid Cleaves | 3:56 | |
| Got Me A Woman | Levon Helm | 3:12 | |
| My Heart Skips A Beat | The Secret Sisters | 2:23 | |
| The Bramble And The Rose | Mary McCaslin, Jim Ringer | 3:18 | |
| Thirsty Boots | Eric Andersen | 5:13 | |
| Big Water | Tom Russell, Iris DeMent | 3:55 | |
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | |
| Driving Home | Cheryl Wheeler | 4:50 | |