| Wichita Ain't so Far Away | The Delines | 2:31 | |
| KC Moan | Billy Bragg, Joe Henry | 2:40 | |
| South | Blackie & The Rodeo Kings | 4:24 | |
| Heading Home | Pieta Brown | 3:43 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| Where'd You Hide The Body | James McMurtry | 3:40 | |
| Paper Gown | Caroline Herring | 4:31 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Drift Away | Tom Rush | 3:40 | |
| Method Acting / Cortez The Killer | Dave Rawlings Machine | 10:20 | |
| The Man I Keep Hid | Joe Henry | 5:05 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Colfax Avenue | The Delines | 3:30 | |
| Steady as the Rising Sun | Robert Ellis | 4:09 | |
| Never Cry Again | John Fullbright | 4:14 | |
| Banshee Moan | Shannon McNally | 4:01 | |
| The Damage | Rodney Crowell | 4:01 | |
| Wreck You | Lori McKenna | 3:18 | |
| Stars | Joe Henry | 5:13 | |
| I Saw A Stranger With Your Hair | John Gorka | 4:03 | |
| Iām In Asheville | John Hiatt, Jerry Douglas | 3:26 | |
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| Down The Road | Eilen Jewell | 2:35 | |
| The L&N Don't Stop Here Anymore | Billy Bragg, Joe Henry | 4:29 | |
| Kitchen Door | Joe Henry | 4:00 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| Off And Running | James McMurtry | 3:54 | |
| Flowers of Love | Pieta Brown, Justin Vernon | 3:27 | |
| If I Needed You | Carrie Rodriguez | 4:16 | |
| Acadian Driftwood | Richard Shindell | 5:34 | |
| Sparrow | Joe Henry | 7:23 | |
| Shy Star | Ray Bonneville | 4:04 | |
| In the Light | Pieta Brown, Calexico | 3:20 | |
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | |
| Oh! Susanna (Live) | Stephen Foster, Chris Walden, Joe Henry, Cincinnati Pops Orchestra, John Morris Russell | 3:50 | |
| Long Black Veil | Caroline Herring | 3:14 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Closing Time | Pieta Brown | 3:08 | |
| Pretty Girl | Diana Jones | 3:10 | |
| Through the Morning, Through the Night | Robert Plant, Alison Krauss | 4:00 | |
| If We Make It Through December | Billy Bragg, Joe Henry, Joe Henry | 3:13 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Geronimo | Shannon McNally | 3:50 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| The River Knows Your Name | John Hiatt | 4:25 | |
| The River's Gonna Run | Buddy & Julie Miller | 3:59 | |
| Tell Moses | Colvin & Earle | 3:41 | |
| She Never Could Resist A Winding Road | Richard Thompson | 4:27 | |
| Went To See The Gypsy | Martha Scanlan | 3:32 | |