| More Pretty Girls Than One | Lyle Lovett | 2:56 | |
| Borderless Love | The Flatlanders | 3:16 | |
| Lone Star Blues | Delbert McClinton | 3:57 | |
| Carl Perkins' Cadillac | Drive-By Truckers | 5:26 | |
| Quality Time | Iris DeMent | 4:05 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| That's Where I'm From | Robbie Fulks | 6:08 | |
| Silver Lining | Carl Anderson | 2:30 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| Jesus Take the Wheel (and Drive Me to a Bar) | Sam Outlaw | 3:19 | |
| All the Way to Amsterdam | Greg Trooper | 2:59 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Guardian Angel | Tim O'Brien | 3:57 | |
| Wreck You | Lori McKenna | 3:18 | |
| Acadian Driftwood | Richard Shindell | 5:34 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Rest Your Weary Mind (with Bobby Bare, Jr.) | Elizabeth Cook, Bobby Bare Jr. | 3:18 | |
| Where I Fell | Robbie Fulks | 3:14 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| Dark Eyed Gal (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:58 | |
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| One Red Rose | Iris DeMent | 3:07 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Don't Think Twice. It's Alright | Susan Tedeschi | 4:43 | |
| Dallas | The Flatlanders | 3:01 | |
| Nothing But A Good Ride | Lyle Lovett | 4:28 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Lorraine | Lori McKenna | 4:13 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Needle & Thread | Eilen Jewell | 3:40 | |
| Live Forever | Billy Joe Shaver | 2:49 | |
| Story of You | The Flatlanders | 2:00 | |
| Anniversary Song | Cowboy Junkies | 3:10 | |
| When You're Here | John Fullbright | 3:42 | |
| Creosote | Son Volt | 4:12 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| Always | John Gorka | 3:55 | |
| Without Love (We're Just Wastin' Time) | Ray Wylie Hubbard | 3:48 | |
| My Heart Skips A Beat | The Secret Sisters | 2:23 | |
| Dancing With The Women At The Bar | Whiskeytown | 4:38 | |
| Drop In A Bucket | Mary Gauthier | 4:10 | |
| I Don't Believe You've Met My Baby | Jerry Douglas | 3:13 | |
| Got Me A Woman | Levon Helm | 3:12 | |
| Spookin' The Horses | Fred Eaglesmith | 4:07 | |
| Inn Town | Whiskeytown | 5:51 | |
| Can't Let Go | Lucinda Williams | 3:28 | |
| Empty Spaces | Mary Gauthier | 3:43 | |
| If You've Got The Money I've Got The Time | The Little Willies | 1:46 | |
| Absolutely | The Subdudes | 3:59 | |