| Table For One | Courtney Marie Andrews | 3:59 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| Good Hearted Woman | Waylon Jennings | 3:01 | |
| Missin' You | Little Feat | 2:21 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| Songbird | Eric Clapton, Willie Nelson | 2:55 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| All That's Left Is Fare-Thee-Well (feat. Charlie Sexton) | Terry Allen, The Panhandle Mystery Band, Charlie Sexton | 3:06 | |
| The Year 2003 Minus 25 - Remastered | Waylon Jennings, Willie Nelson | 3:04 | |
| Do It | Jesse Winchester | 1:27 | |
| Walkin’ Back to Georgia | Jim Croce | 2:51 | |
| Carmelita | Warren Zevon | 3:34 | |
| Oh My Sweet Carolina | Ryan Adams | 4:56 | |
| White Girl | The Milk Carton Kids | 3:44 | |
| 3 Al Purdy's | Bruce Cockburn | 6:05 | |
| Crop Comes In | Chatham County Line | 4:23 | |
| I Forgive It All | Mudcrutch | 4:13 | |
| Darkest Hour | Bob Weir | 3:24 | |
| Take It Down | John Hiatt | 4:00 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| Different Kind Of Gone | Mary Gauthier | 3:41 | |
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| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Easy's Gettin' Harder Every Day | Iris DeMent | 5:01 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Rings | Leo Kottke | 2:51 | |
| You Ain't Going Nowhere | Nitty Gritty Dirt Band | 3:52 | |
| The Weary Kind | Ryan Bingham | 4:18 | |
| Lebanon, Tennessee | Ron Sexsmith | 2:57 | |
| Last Of The Hobo Kings | Mary Gauthier | 5:50 | |
| The Undiscovered Country | Rosanne Cash | 5:20 | |
| Come What May | Colvin & Earle | 3:11 | |
| The Night They Drove Old Dixie Down | The Band | 3:31 | |
| Six O'Clock News | Kathleen Edwards | 4:36 | |
| The River Knows Your Name | John Hiatt | 4:25 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Walk On | John Hiatt | 5:11 | |
| When I Cross Over | Tift Merritt | 6:32 | |
| Wild Horses | The Flying Burrito Brothers | 6:20 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| Superman | Snoop Dogg, Willie Nelson | 2:05 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
| The Maker | Willie Nelson | 5:08 | |
| Crazy | Carla Bruni, Willie Nelson | 3:03 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Let Your Loss Be Your Lesson | Robert Plant, Alison Krauss | 4:01 | |
| I've Loved You All Over The World | Willie Nelson | 4:18 | |
| The Rock Of My Soul | Rodney Crowell | 4:50 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |