| Pretty Girl | Diana Jones | 3:10 | |
| Mandolin Wind | Amy Helm | 5:52 | |
| Sure to Fall | Valerie June | 2:51 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Your Kin | Malcolm Holcombe | 3:44 | |
| Where I Come From | Patty Griffin | 4:44 | |
| Cool Cool Rain | Ray Bonneville | 3:46 | |
| The Darker Side of Me | Otis Gibbs | 4:22 | |
| Ten Miles Down the Nine Mile Road | Scott Miller | 4:13 | |
| Blow Me a Kiss | Blackie & The Rodeo Kings | 3:12 | |
| Light Enough to Travel | The Be Good Tanyas | 4:58 | |
| 12 Bar Blues | Aaron Lee Tasjan | 5:04 | |
| It Was a Train | Otis Gibbs | 3:10 | |
| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| Peace in Our Hearts (feat. Sam Butler) | Eliza Gilkyson, Sam Butler | 3:21 | |
| Infamous Angel | Iris DeMent | 3:46 | |
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | |
| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | |
| The Bottom of the World | Bottom of the World | 4:30 | |
| I Hear Them All | Dave Rawlings Machine | 2:27 | |
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| Goin' by Feel | Ray Bonneville | 3:51 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Jukebox | The Honeycutters | 4:36 | |
| James Alley Blues | Willie Watson | 4:06 | |
| It Makes No Difference | Shannon McNally | 5:27 | |
| Goin' Home | Malcolm Holcombe | 5:51 | |
| Goin Down That Road Feelin´ Bad | Eric Bibb | 3:07 | |
| Long May You Run | Sarah Jane Scouten, The Paperboys | 3:57 | |
| Ridin' That Midnight Train | Ralph Stanley, Friends, Iris DeMent | 2:37 | |
| Rock and Roll Joe | Chip Taylor, Kendel Carson, John Platania | 4:04 | |
| Ramblin' Kind | Jack Klatt | 2:51 | |
| Sailin' On Through | Terry Allen, The Panhandle Mystery Band | 4:03 | |
| After the Rain | Chuck Prophet | 3:35 | |
| No Goodwill Stores In Waikiki | Gurf Morlix | 3:09 | |
| It's Never Too Late to Call | Paul Thorn | 3:01 | |
| One Leg at a Time | Malcolm Holcombe | 3:47 | |
| When My Work Is Done | Stephen Fearing | 2:48 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Domestic Blues | Bap Kennedy | 2:57 | |
| Way Over Yonder | The Small Glories | 4:41 | |
| Adios Maria | The Cactus Blossoms | 4:09 | |
| Panhead | Otis Gibbs | 6:14 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Fishing With Bill | Bill Morrissey, Greg Brown | 4:32 | |
| I Can't Get You Off Of My Mind | Bob Dylan | 2:55 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| Big Water | Tom Russell, Iris DeMent | 3:55 | |