| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Me Oh My | The Honeycutters | 4:04 | |
| Worth Dyin' For | Gurf Morlix | 4:42 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| This Old Guitar | Lucinda Williams | 2:44 | |
| Always | John Gorka | 3:55 | |
| Different Kind Of Gone | Mary Gauthier | 3:41 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Close the Door Lightly When You Go | Richard Barone, Allison Moorer | 3:48 | |
| A Patch of Blue Sky | Kevin Welch | 5:14 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Ditch | Sam Baker | 1:56 | |
| Crazy Wind | James McMurtry | 4:09 | |
| Arroyo Seco | John Gorka | 4:24 | |
| Barbara's Song | Ian Noe | 3:25 | |
| Kansas City | Otis Gibbs | 3:45 | |
| Against the Skyline (feat. Kevin Welch) | Craig Moreau, Kevin Welch | 5:18 | |
| Keeps Me Alive | Wynonna, Derek Trucks | 4:11 | |
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| The Music Is Hot | John Hiatt, Jerry Douglas | 3:45 | |
| Once Again, One Day...Will You Be Mine | Chip Taylor, Carrie Rodriguez | 5:35 | |
| How You Learn to Live Alone | Mary Gauthier | 5:07 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Sweet Dolly | Yarn | 4:22 | |
| My Best Girl | Tom Rush | 2:53 | |
| Wild and Blue (Bonus Track) | Lucinda Williams | 3:31 | |
| If It's Not Love | Kieran Kane | 3:13 | |
| Wait A Minute | The Seldom Scene | 3:35 | |
| Early Summer Rain | Kevin Welch | 4:27 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
| Wedding Song | The Honeycutters | 4:06 | |
| So Many Miles (feat. Somebody's Darling) | Kieran Kane, Somebody's Darling | 3:42 | |
| Something That I Gotta Do | Sam Outlaw | 2:18 | |
| Blue Car | Greg Brown | 4:11 | |
| Silver Lining | Carl Anderson | 2:30 | |
| Thank God for the Road | The Flatlanders | 5:00 | |
| East of Eden | Tom Rush | 3:29 | |
| Hey Little Darlin' | Zoe Muth | 3:30 | |
| It's All Over Now, Baby Blue | The Seldom Scene | 3:20 | |
| Jenny Reprise | Chip Taylor, Carrie Rodriguez | 3:33 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| The River Knows Your Name | John Hiatt | 4:25 | |
| Stars Fell On Alabama | Tara Nevins | 2:56 | |
| The Bramble And The Rose | Mary McCaslin, Jim Ringer | 3:18 | |
| My Heart Skips A Beat | The Secret Sisters | 2:23 | |
| I Dream Of Highways | Hoyt Axton | 2:35 | |
| Streets Of Baltimore | The Little Willies | 3:06 | |
