| I See a Darkness | Will Oldham | 3:58 | |
| Hold On, Hold On | Neko Case | 2:46 | |
| I'll Trade You Money for Wine | Andrew Bird, Nora O'Connor | 3:52 | |
| Untogether | Courtney Barnett, Kurt Vile | 4:50 | |
| Day After Tomorrow | Tom Waits | 5:58 | |
| Be It Me, Or Be It None | Jesse Sykes & The Sweet Hereafter | 4:21 | |
| Tell Me His Name | Timber Timbre | 3:12 | |
| You're Not Free | Frazey Ford | 4:05 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Mexican Blue | Jolie Holland | 6:29 | |
| Anna Leigh | The Sadies | 3:21 | |
| Over You | T Bone Burnett | 2:20 | |
| Halfway to Mexico | Abigail Lapell | 3:22 | |
| Alabama | Michael Hurley | 2:57 | |
| Moonshiner | Cat Power | 4:50 | |
| Ship Out On The Sea | The Be Good Tanyas | 4:17 | |
| Don't Let Me Go | Jesse Sykes & The Sweet Hereafter, The Sweet Hereafter | 3:37 | |
| Where Were You | Vic Chesnutt | 4:44 | |
| John Saw That Number | Neko Case | 4:05 | |
| When it Rains | The Handsome Family | 2:25 | |
| Wind Blown Waltz | Giant Sand | 3:21 | |
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| Sinks of Gandy / Maysville | The Other Years | 4:03 | |
| When I Was Drinking | Hem | 3:44 | |
| Cat Nap in the Boom Boom Room | Willard Grant Conspiracy | 2:44 | |
| Lakes Of Canada | Karen Peris, Don Peris, The Innocence Mission | 4:33 | |
| Love Me, Someday | Jesse Sykes & The Sweet Hereafter, The Sweet Hereafter | 3:53 | |
| I Break Horses | Smog | 6:14 | |
| Drinking With A Friend | Doug Paisley | 4:18 | |
| Strange Country | Kacy & Clayton | 3:32 | |
| Isadora Duncan | Vic Chesnutt | 4:35 | |
| Pleasuring the Divine | Jesse Sykes & The Sweet Hereafter | 5:18 | |
| Easy Now | Joan Shelley | 3:41 | |
| Good Woman | Cat Power | 3:56 | |
| Light Enough to Travel | The Be Good Tanyas | 4:58 | |
| Lost Love | Giant Sand | 3:40 | |
| Doralee | Jesse Sykes & The Sweet Hereafter, The Sweet Hereafter | 4:10 | |
| Method Acting / Cortez The Killer | Dave Rawlings Machine | 10:20 | |
| A New Love (Can Be Found) | Daniel Romano | 3:33 | |
| If You Ask How Iām Keeping | Kacy & Clayton | 4:13 | |
| Penthouse In The Woods | Scud Mountain Boys | 2:42 | |
| Ohio River Boat Song | Will Oldham | 3:44 | |
| St. Denis or Bangkok, From a Hotel Balcony | No-No Boy, Jacqueline Saporiti | 2:08 | |
| Drinking With Strangers | Jesse Sykes & The Sweet Hereafter, The Sweet Hereafter | 4:21 | |
| Arlene | The Handsome Family | 3:37 | |
| A Certain Kind Of Memory | Kacy & Clayton | 4:44 | |
| Deeper Well | Emmylou Harris | 4:17 | |
| Ricochet | Pieta Brown | 2:49 | |
| Hard Not to Believe | Jesse Sykes & The Sweet Hereafter | 4:35 | |
| My Sister's Tiny Hands | The Handsome Family | 3:26 | |