| House of Stone | Mudcrutch | 3:00 | ||
| City Flower | Jeffrey Foucault | 3:38 | ||
| Our Town | Iris DeMent | 5:00 | ||
| Wink | Blue Mountain | 3:17 | ||
| Fiona | Lyle Lovett | 4:09 | ||
| Colorado | Stephen Stills | 2:52 | ||
| How I Got To Memphis | The V-Roys | 4:38 | ||
| Love Will Win the War | Darden Smith | 3:54 | ||
| When the Long Road Ends | Paul Thorn | 3:44 | ||
| Different When It Comes To You | Bruce Cockburn | 2:57 | ||
| Old Friend | Lyle Lovett | 3:13 | ||
| Say You Will | Bodeans | 4:05 | ||
| In A Daydream - Acoustic | Freddy Jones Band | 4:00 | ||
| Looking at the World Through a Windshield | Son Volt | 3:08 | ||
| Hot Blood | Lucinda Williams | 5:27 | ||
| Long Ride Home | Patty Griffin | 3:33 | ||
| The Love That We Need | Hayes Carll | 4:08 | ||
| Everyday | Bodeans | 3:53 | ||
| Only Always | Nicki Bluhm and the Gramblers | 3:19 | ||
| Fly Back Home | John Hiatt & The Goners | 4:44 | ||
| Let the Mystery Be | 10,000 Maniacs | 3:08 | ||
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| Across the Great Divide | Nanci Griffith | 3:57 | ||
| Reckless | Rodney Crowell | 3:30 | ||
| Isn't That So | Lyle Lovett | 4:51 | ||
| Two Little Feet | Greg Brown | 4:50 | ||
| The Road To Ensenada | Lyle Lovett | 4:15 | ||
| Link Of Chain | Chris Smither | 4:50 | ||
| Whiskey Angel | The Black Lillies | 4:52 | ||
| Athens County | Jonathan Edwards | 2:45 | ||
| This Heart | Nanci Griffith, Bodeans | 3:25 | ||
| You Better Get It While You Can (The Ballad of Carl Martin) | Steve Goodman | 4:29 | ||
| Car Outside | Jimmy LaFave | 4:28 | ||
| Which Way Does That Old Pony Run | Lyle Lovett | 4:10 | ||
| The Whole Night Sky | Bruce Cockburn | 3:54 | ||
| Save It For A Rainy Day | The Jayhawks | 3:07 | ||
| Pearls On A String | Ryan Adams | 2:23 | ||
| Acadian Driftwood - Remastered 2000 | The Band | 6:42 | ||
| Trouble Over Me | Tift Merritt | 5:08 | ||
| Crocodile Man | Chris Smither | 3:33 | ||
| It's A Hard Life Wherever You Go | Nanci Griffith | 4:02 | ||
| Crazy About You | Whiskeytown | 2:45 | ||
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | ||
| Good Hearted Man | Tift Merritt | 3:39 | ||
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | ||
| 2 Kool 2 Be 4-Gotten | Lucinda Williams | 4:42 | ||
| Temporary Misery | Donna The Buffalo | 3:19 | ||
| Gulf Coast Highway | Nanci Griffith, Mac McAnally | 3:08 | ||
| I Am Your Tambourine | Tift Merritt | 3:44 | ||
| Friend Of Mine | Steve Martin, Edie Brickell | 2:36 | ||
