| Oh! Susanna (Live) | Stephen Foster, Chris Walden, Joe Henry, Cincinnati Pops Orchestra, John Morris Russell | 3:50 | |
| Mostly Water | Bap Kennedy | 3:23 | |
| The Long Time Now | T Bone Burnett | 2:57 | |
| True Love Travels on a Gravel Road | Nick Lowe | 3:36 | |
| Albuquerque | The Walkabouts | 5:39 | |
| Ford Econoline | Chuck Prophet | 3:41 | |
| Airplane | David Rawlings | 4:44 | |
| So Many Miles | Pieta Brown | 3:03 | |
| All the Way Around | Kris Delmhorst | 3:53 | |
| If I Were a Bluebird | Linda Thompson | 6:50 | |
| Sign | Joe Henry | 8:57 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Railroad Bill | Billy Bragg, Joe Henry | 2:49 | |
| Window Grin | Kelly Joe Phelps | 3:53 | |
| My List | Shelby Lynne, Allison Moorer | 2:52 | |
| Indian Queens | Nick Lowe | 3:42 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| KC Moan | Billy Bragg, Joe Henry | 2:40 | |
| Houdini Didn't Like the Spiritualists (feat. Shannon McNally) | Terry Allen, The Panhandle Mystery Band, Shannon McNally | 4:04 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Is It Like Today | Eliza Gilkyson | 5:49 | |
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| Santa Fe | Eilen Jewell | 4:32 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| 2 Dollar Shoes | Rosie Thomas | 3:10 | |
| Grave Angels | Joe Henry | 5:31 | |
| River in the Pines | Willard Grant Conspiracy | 4:45 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| Girl of the North Country - 2013 Remaster | The Waterboys | 4:22 | |
| Say Grace | Sam Baker | 4:19 | |
| Coast | Eliza Gilkyson | 3:25 | |
| Dusty Boxcar Wall | Eilen Jewell | 2:43 | |
| Graceland | Justin Townes Earle | 3:14 | |
| The Water is Wide | John Gorka | 4:28 | |
| Shut Me Up | Joe Henry | 6:16 | |
| Post To Wire | Richmond Fontaine | 2:13 | |
| Tecumseh Valley | Nanci Griffith | 4:29 | |
| Looking For A Place To Land | Justin Townes Earle | 3:28 | |
| The L&N Don't Stop Here Anymore | Billy Bragg, Joe Henry | 4:29 | |
| Hanging on to You | Jay Farrar | 2:51 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Ohio Air Show Plane Crash | Joe Henry | 6:29 | |
| Crow's Nest | Kelly Joe Phelps | 4:51 | |
| Through the Morning, Through the Night | Robert Plant, Alison Krauss | 4:00 | |
| Superlover | Birds of Chicago | 3:52 | |
| Adieu False Heart | Linda Ronstadt, Ann Savoy | 3:34 | |
| Fun For Awhile | Peter Wolf | 3:35 | |
| Geronimo | Shannon McNally | 3:50 | |
| If We Make It Through December | Billy Bragg, Joe Henry, Joe Henry | 3:13 | |
| Hockey Skates | Kathleen Edwards | 4:28 | |