| Helpless | Molly Tuttle, Old Crow Medicine Show | 4:25 | |
| Somethings Weren't Meant To Be | Eilen Jewell | 3:06 | |
| I Am a Pilgrim | Rosanne Cash, John Leventhal | 2:29 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| Detroit Or Buffalo | Amanda Shires | 4:08 | |
| Maybellene | Chris Smither | 2:56 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| You Don't Have the Heart for It | Red Molly | 3:49 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| If I Needed You | Carrie Rodriguez | 4:16 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| The Poor Girls Story | Eilen Jewell | 3:42 | |
| Millionaire | Kevin Welch | 3:59 | |
| Hold On I | Chris Smither | 4:03 | |
| Carolina in the Pines (with Indigo Girls) | Alison Brown, Indigo Girls | 4:57 | |
| Different Kind Of Gone | Mary Gauthier | 3:41 | |
| Marlene | John Hiatt | 3:01 | |
| Dusty Boxcar Wall | Eilen Jewell | 2:43 | |
| Link Of Chain | Chris Smither | 4:50 | |
| Every Time You Leave | Shelby Lynne, Allison Moorer | 2:23 | |
| Savannah Blues | Malcolm Holcombe | 3:20 | |
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| Still Not Home | Tift Merritt | 3:48 | |
| Wild Things | Gurf Morlix | 2:57 | |
| Where I Come From | Patty Griffin | 4:44 | |
| Shotgun Hearts | Amy Speace, The Orphan Brigade | 4:46 | |
| Early Morning Rain | Raul Malo, Pat Flynn, Rob Ickes | 3:38 | |
| Dreams Like This | Greg Trooper | 3:42 | |
| Angel Flight | Darden Smith | 3:59 | |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| Pages | Eilen Jewell | 2:30 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
| Great Day | Tami Neilson | 4:16 | |
| Trouble Me Anytime | Mary Bragg | 3:43 | |
| Forgotten Coast | James McMurtry | 3:34 | |
| These Blues | Eilen Jewell | 2:45 | |
| King Cotton | The Secret Sisters | 3:12 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| You're Gonna Get Lonely | Whitney Rose | 2:39 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Funny 'Bout Love | Ray Bonneville | 3:44 | |
| Little Black Train | Carlene Carter | 2:49 | |
| For The Good Times | The Little Willies | 3:46 | |
| Drop In A Bucket | Mary Gauthier | 4:10 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| It's Not You, It's Me | The Little Willies | 2:43 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| No Place To Fall | The Little Willies | 4:00 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |