| I Lost You, But I Found Country Music | Ballboy | 1:26 | |
| Song for Judee | Neko Case, k.d. lang, Laura Veirs | 3:12 | |
| Betty Lonely | Vic Chesnutt | 4:26 | |
| Don't Wake the Scarecrow | The Felice Brothers | 4:56 | |
| When I Get My Rewards | Harry Dean Stanton | 4:53 | |
| Go And Leave Me | Kacy & Clayton | 3:34 | |
| If It Rains | Robert Forster | 3:47 | |
| My Only Friend | Will Oldham | 4:27 | |
| The Night Shift Lullaby | Magnolia Electric Co. | 4:33 | |
| Beware of Darkness | Antietam, Will Oldham, Todd Brashear | 3:50 | |
| A Sad Hard Change | Jason Molina | 2:06 | |
| The Desperate Kingdom of Love | Giant Sand | 3:26 | |
| The Rider Song | Nick Cave & Warren Ellis | 2:30 | |
| All The Morning Birds | Jolie Holland | 4:23 | |
| Help Me Make It Through The Night | Harry Dean Stanton | 1:47 | |
| Get to Leave | Howe Gelb | 2:55 | |
| Milk Train | Dawn McCarthy, Bonnie Prince Billy | 2:46 | |
| Beast For Thee | Bonnie Prince Billy, Bryce Dessner, eighth blackbird | 5:24 | |
| Pretty Good Day | Loudon Wainwright III | 4:19 | |
| Look at What the Light Did Now | Little Wings | 3:14 | |
| Been So Long | Vetiver | 2:48 | |
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| She Was The World To Me | Daniel Romano | 4:55 | |
| My Home Is The Sea | Bonnie Prince Billy, Matt Sweeney | 5:49 | |
| When Your Dream Lovers Die | Townes Van Zandt | 2:12 | |
| Sleepless | The Decemberists | 7:53 | |
| When I Ran off and Left Her | Vic Chesnutt | 2:54 | |
| Wai | Will Oldham | 3:20 | |
| Something's Going On | Lambchop | 2:45 | |
| New Partner | Palace Music | 3:54 | |
| Blue Moon | Big Star | 2:07 | |
| Easy Now | Joan Shelley | 3:41 | |
| Bakersfield | Vic Chesnutt | 2:26 | |
| Everything Should Try Again | Jason Molina | 4:15 | |
| Solitary Daughter | Bedouine | 4:20 | |
| You Must Build a Fire | Crooked Fingers | 5:38 | |
| Spanish Moss | Jackson C. Frank | 4:30 | |
| Sugar Pie I'm Not the Same | Josephine Foster | 3:27 | |
| Close My Eyes | Arthur Russell | 2:33 | |
| Don't Fade On Me | Magnolia Electric Co. | 4:17 | |
| Ohio River Boat Song | Will Oldham | 3:44 | |
| Amazing Grace | Cat Power, Dirty Delta Blues | 3:34 | |
| Like It's Something | Blake Mills | 3:27 | |
| Kathleen | Townes Van Zandt | 2:47 | |
| All Falls Together | Jason Molina, Will Johnson | 2:21 | |
| Papa Was a Rodeo | The Magnetic Fields | 5:01 | |
| Bells Of Harlem | Dave Rawlings Machine | 4:07 | |
| Buffalo Ballet | John Cale | 3:28 | |
| All These Vicious Dogs | Will Oldham | 2:23 | |
| Polly | Dillard & Clark | 4:20 | |