| Boundary County | Eilen Jewell | 3:45 | ||
| Just Dropped In | Mickey Newbury | 4:15 | ||
| Calm Before the Storm | Eliza Gilkyson | 3:50 | ||
| Failed Christian | Nick Lowe | 3:56 | ||
| October in the Railroad Earth | Tom Russell | 4:58 | ||
| Ruby | Dave Rawlings Machine | 4:54 | ||
| Sweet Memories | Mickey Newbury | 3:31 | ||
| Hey Girl (feat. Van Morrison) | Them, Van Morrison | 3:00 | ||
| The Juarez Device (aka Texican Badman) | Terry Allen | 1:22 | ||
| I'm Your Puppet | Dan Penn | 3:32 | ||
| Give Back The Key To My Heart | Sir Doug & The Texas Tornados | 2:47 | ||
| Silver Raven | Gene Clark | 4:53 | ||
| Indian Queens | Nick Lowe | 3:42 | ||
| Saving the Good Stuff for You | Richard Thompson | 3:54 | ||
| Makes Me Wonder If I Ever Said Goodbye | Mickey Newbury | 2:48 | ||
| Tonight I Feel So Far Away | Steve Forbert | 3:13 | ||
| Ramblin' Boy | Tom Paxton | 3:58 | ||
| The Oil Rigs at Night | The Delines | 4:23 | ||
| Spring Wind | Greg Brown | 4:34 | ||
| Houdini Didn't Like the Spiritualists (feat. Shannon McNally) | Terry Allen, The Panhandle Mystery Band, Shannon McNally | 4:04 | ||
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | ||
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| A Certain Kind Of Memory | Kacy & Clayton | 4:44 | ||
| Old Shoes | Tom Waits | 4:25 | ||
| Withered on the Vine | Nick Lowe | 3:22 | ||
| I Pity the Country | Willie Dunn | 2:55 | ||
| Old Friend | Lyle Lovett | 3:13 | ||
| Sheila | Eric Andersen | 4:36 | ||
| Goin' Down to Laurel | Steve Forbert | 5:00 | ||
| Friday's Child (feat. Van Morrison) - True Stereo | Them, Van Morrison | 3:45 | ||
| Madame George - 1999 Remaster | Van Morrison | 9:45 | ||
| I Don't Care Anymore | Rodney Crowell | 4:28 | ||
| Hasten Down the Wind | Warren Zevon | 2:32 | ||
| Table For One | Courtney Marie Andrews | 3:59 | ||
| Sad Satin Rhyme | Mickey Newbury | 3:16 | ||
| Got to Go Back | Van Morrison | 5:00 | ||
| Diamond Lil | David Bromberg | 6:28 | ||
| Farewell Angelina | Tim O'Brien | 4:23 | ||
| Rye Whiskey | Jesse Colin Young | 4:54 | ||
| Anymore For Anymore | Ronnie Lane | 3:44 | ||
| River Of Love | T Bone Burnett | 3:31 | ||
| Goodbye Old Missoula | Willis Alan Ramsey | 5:03 | ||
| The Way I Feel | Gordon Lightfoot | 3:45 | ||
| I Wish It Would Rain | Rodney Crowell | 3:28 | ||
| You Can't Look Back | John Stewart | 2:03 | ||
| One Step | David Wiffen | 2:34 | ||
| I Know Love Is All I Need | Rodney Crowell | 5:20 | ||
| Today Is The Highway | Eric Andersen | 2:26 | ||
| Some Day Soon | Ian & Sylvia | 2:21 | ||
| Train Leaves Here This Mornin | Dillard & Clark | 3:48 | ||
