| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Ballad of a Well Known Gun (with John Randall Stewart & Robinella) | Rob Ickes & Trey Hensley, Trey Hensley, Rob Ickes, John Randall Stewart, Robinella | 4:47 | |
| Ditch | Sam Baker | 1:56 | |
| Wild and Blue (Bonus Track) | Lucinda Williams | 3:31 | |
| Where Is My Home | Forest Sun | 4:05 | |
| Diamonds To Dust | Gurf Morlix | 3:26 | |
| I Still Cry About John Prine | Bryant Tench | 2:33 | |
| Ghosts of Our Fathers | Otis Gibbs | 3:46 | |
| After You're Gone | Mary Gauthier | 4:54 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Worth Dyin' For | Gurf Morlix | 4:42 | |
| Irene (Ravin' Bomb) | Ian Noe | 3:58 | |
| Praying for Rain | Kevin Welch | 3:09 | |
| When I Was Young | Otis Gibbs | 3:21 | |
| Little Angel, Little Brother | Lucinda Williams | 4:42 | |
| There Is A Highway | Emanuel Wilson | 3:55 | |
| I'll Be Loving You | The Honeycutters | 5:50 | |
| Morning Trian | David Francey | 2:28 | |
| Streets of Love | Kevin Welch | 3:55 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| Where'd You Hide The Body | James McMurtry | 3:40 | |
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| Funny 'Bout Love | Ray Bonneville | 3:44 | |
| Ain't It The Truth | The Honeycutters | 3:45 | |
| Big Red Sun Blues | Lucinda Williams | 3:28 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Sputnik Monroe | Otis Gibbs | 3:10 | |
| Dust Devil | Kevin Welch | 4:08 | |
| Never Cry Again | John Fullbright | 4:14 | |
| No Later than Soon | Jim Lauderdale | 2:56 | |
| Big Cheeseburgers and Good French Fries | Gurf Morlix | 2:51 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| Trouble Looks Good on You | Amy Speace | 2:52 | |
| Angels and Acrobats | Rod Picott | 2:55 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Stand Right by Each Other | Lucinda Williams | 3:59 | |
| Happy Ever After (Comes One Day at a Time) | Kevin Welch | 3:49 | |
| Great Confession | Amanda Anne Platt & the Honeycutters | 3:42 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
| One Red Rose | Iris DeMent | 3:07 | |
| The Mother Road | Kevin Welch | 4:21 | |
| Learning How to Live Alone | Travis Meadows | 4:06 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| Ballad Of Spider John | Willis Alan Ramsey | 4:18 | |
| Farewell Angelina | Tim O'Brien | 4:23 | |
| Happy And Free | Colvin & Earle | 2:17 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Bramble Rose | Tift Merritt | 4:30 | |
| River Of Fools | Logan Ledger | 3:11 | |