| Watch the Stars | Bert Jansch, Beth Orton | 2:54 | |
| The Night Shift Lullaby | Magnolia Electric Co., Jason Molina | 4:33 | |
| Right Back in the Fire | Tony Joe White | 5:00 | |
| Smallest Man in the World | Chuck Prophet | 4:03 | |
| Song for Katrina | Steve Forbert | 3:33 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| All of Your Stories | Jesse Winchester | 2:33 | |
| Winter Snow | J.J. Cale | 3:25 | |
| The Rider Song | Nick Cave & Warren Ellis | 2:30 | |
| Takin' the Midnight Train | Tony Joe White | 4:06 | |
| A Satisfied Mind | Tim Hardin | 2:07 | |
| Growin' Pain | Peter Wolf | 3:12 | |
| Earlier Baghdad (The Bounce) | T Bone Burnett | 4:55 | |
| Say Grace | Sam Baker | 4:19 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| Increment of Love | Giant Sand | 3:01 | |
| Venezuela | Dayna Kurtz | 4:55 | |
| Bird On the Wire | Tim Hardin | 5:27 | |
| I Dreamed I Saw St. Augustine | John Doe | 3:13 | |
| Weightless Again | The Handsome Family | 3:37 | |
| The Highwayman (feat. Mark Knopfler) | Jimmy Webb, Mark Knopfler | 4:17 | |
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| Home Sweat Home | Giant Sand | 3:34 | |
| I Love You | Jay Blackburn Music | 4:04 | |
| Clock | Alvin Scott | 4:24 | |
| Scattered Leaves | The Be Good Tanyas | 4:47 | |
| Not Forgotten | Malcolm Holcombe | 2:47 | |
| He Told Her the City Was Killing Him | The Delines | 4:11 | |
| Barely Losing | Richmond Fontaine | 2:47 | |
| Long Time Comin' | John Hiatt | 4:12 | |
| The Geese Are Flying Westward | Bill Fay | 2:57 | |
| When You Left, I Was Alone | Hobart Charley | 4:02 | |
| Katie Cruel | Bert Jansch, Beth Orton, Devendra Banhart | 2:59 | |
| The Thirty-third of August | Mickey Newbury | 5:42 | |
| Fallen Peaches | The Handsome Family | 2:59 | |
| Supernatural | Vic Chesnutt | 3:36 | |
| If I Were a Bluebird | Linda Thompson | 6:50 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Nothing In My Heart | John Hiatt | 4:03 | |
| This Road Is Long | Stuart A. Staples | 3:44 | |
| People of the Bay (for the Wawenock) | Reverend Rooster | 4:22 | |
| Two Lovers (Waitin' to Die) | Green On Red | 3:51 | |
| The Bad Wind | Tony Joe White | 4:53 | |
| Pacing The Cage | Bruce Cockburn | 4:40 | |
| Run into | Kate Walton | 2:35 | |
| World Is Full Of Fools | Kevin Coyne | 3:13 | |
| The Cranes | Patty Larkin | 2:50 | |
| Come Back (When You Go Away) | T Bone Burnett | 2:56 | |
| Heart With No Companion | Ron Sexsmith | 3:09 | |
| Two Hearts | The Jayhawks | 3:22 | |