| Milly's Café | Fred Eaglesmith | 5:28 | |
| Farewell to Fiddler's Rim | Dave Carter, Tracy Grammer | 2:12 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Who's Gonna Take the Garbage Out (feat. Iris DeMent) | John Prine, Iris DeMent | 2:41 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Better Times Will Come | Diana Jones | 2:53 | |
| Poor Wayfaring Stranger | Natalie Merchant | 4:16 | |
| Trust Each Other | Ralph Stanley, Friends, Iris DeMent | 2:32 | |
| Wondering How | Pieta Brown | 3:06 | |
| Tell Me A Story | Po' Girl | 3:13 | |
| If I Could Only Fly | Blaze Foley | 4:04 | |
| Gauzy Dress in the Sun | Richard Buckner | 3:11 | |
| Funny, Familiar, Forgotten Feelings | Mickey Newbury | 3:01 | |
| Trouble (with Delbert McClinton) | Iris DeMent, Delbert McClinton | 7:33 | |
| The Love That Faded | Bob Dylan | 2:29 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| Waiting for a Train | Billy Bragg, Joe Henry | 2:46 | |
| Dusty Boxcar Wall | Eilen Jewell | 2:43 | |
| A Perfect World | Kate Campbell | 3:17 | |
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| Clay Pigeons | Blaze Foley | 4:15 | |
| Prayer in Open D | Shannon McNally | 3:55 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Bells Of Harlem | Dave Rawlings Machine | 4:07 | |
| Hymn for the Crossing | Amy Speace | 3:36 | |
| Swimming Song | Kate & Anna McGarrigle | 2:29 | |
| Quality Time | Iris DeMent | 4:05 | |
| Espiritu Santo Bay | Kimmie Rhodes | 5:03 | |
| It's Too Easy | Dave Rawlings Machine | 3:08 | |
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | |
| Queen of the Coast | Laura Cantrell | 4:59 | |
| I Don't Know Why | Kieran Kane, Rayna Gellert | 3:09 | |
| Foolish You | Kate & Anna McGarrigle | 3:04 | |
| Black Jack Davey | Hurray For The Riff Raff | 3:11 | |
| Dogsong aka Sleep Dog Lullaby | The Be Good Tanyas | 4:48 | |
| I'm Bound for the Mountains and the Sea | Tom Paxton | 3:04 | |
| If I Could Be the Rain | Rosalie Sorrels | 2:55 | |
| Let the Mystery Be | Iris DeMent | 2:50 | |
| Oh Bury Me Not | Sarah Harmer, Jason Euringer | 1:25 | |
| Ladder Of Success | Ted Hawkins | 3:26 | |
| Nancy Whiskey | Ian & Sylvia | 2:37 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| The Bramble And The Rose | Mary McCaslin, Jim Ringer | 3:18 | |
| Four Strong Winds | Ian & Sylvia | 3:29 | |
| That Was The Last Thing On My Mind | Doc Watson | 2:46 | |
| Afraid | Ted Hawkins | 4:36 | |
| No Love At All | T Bone Burnett | 2:54 | |
| Arrow | Cheryl Wheeler | 4:20 | |
