| Traveling Alone | Tift Merritt | 4:44 | |
| Promises to Keep | Eliza Gilkyson | 4:23 | |
| The Oil Rigs at Night | The Delines | 4:23 | |
| Mystifies Me | Son Volt | 4:12 | |
| Never Gonna Break My Heart | Jenifer McKitrick, Chuck Prophet, Katharine Cole, Stephanie Lee, Todd Duda | 3:01 | |
| No Not Me | Pieta Brown | 4:19 | |
| The Whole Night Sky - Alternate Version | Bruce Cockburn | 3:49 | |
| Lead Me On | Joe Henry, Lisa Hannigan | 4:30 | |
| Down By The Henry Moore | Blackie & The Rodeo Kings | 4:02 | |
| No Rolling Back | Jay Farrar | 3:13 | |
| Irish Girl | Mike Campbell & The Dirty Knobs | 4:25 | |
| Sugaree | Graham Parker | 3:43 | |
| Too Long at the Fair - 2008 Remaster | Bonnie Raitt | 2:58 | |
| Street Tracker | Pieta Brown, Mark Knopfler | 3:40 | |
| Till The Town Goes Dark | Aaron Lee Tasjan | 2:33 | |
| Avalon, My Hometown | Bruce Cockburn | 4:20 | |
| West Memphis Moon | Chuck Prophet | 4:14 | |
| Acuff-Rose | Uncle Tupelo | 2:35 | |
| Kids In The Street | Justin Townes Earle | 3:53 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| Miles to Go | Eilen Jewell | 3:16 | |
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| Dangerous Fun | Jesse Winchester | 2:05 | |
| Beauty Way | Eliza Gilkyson | 3:02 | |
| Since I Met You | Jenifer McKitrick, Chuck Prophet, Katharine Cole, Tony Marsico, Dawn Richardson | 3:22 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| To Love Somebody | Slobberbone | 3:35 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| Adios to California | John Hiatt | 3:47 | |
| When The Night Was Young | Robbie Robertson | 5:04 | |
| Hard Bargain | Ron Sexsmith | 3:12 | |
| The Way I Feel | Cowboy Junkies | 4:11 | |
| A Robin or A Wren | Jeff Tweedy | 2:48 | |
| Carved In Stone | The Subdudes | 3:14 | |
| Detroit Or Buffalo | Neal Casal | 5:07 | |
| I Saw A Stranger With Your Hair | John Gorka | 4:03 | |
| Run Primo Run | Chuck Prophet | 4:01 | |
| Wichita Ain't so Far Away | The Delines | 2:31 | |
| Jackson | Gillian Welch, David Rawlings | 3:32 | |
| Charlie | Peter Mulvey | 3:09 | |
| Down The Road | Eilen Jewell | 2:35 | |
| Airplane | David Rawlings | 4:44 | |
| Bottomless Cup | Jenifer McKitrick, Chuck Prophet, Katharine Cole, Tony Marsico, Dawn Richardson | 3:55 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Always A Friend | Alejandro Escovedo | 3:35 | |
| You Were On My Mind | Colvin & Earle | 2:56 | |
| Magnolia Mountain | Ryan Adams & The Cardinals | 5:51 | |
| Groovy Little Things | Ted Hawkins | 3:29 | |
| Long Way Back Again | Peter Wolf | 3:43 | |