| Seeing Stars | Meg Hutchinson | 2:59 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Old Before Your Time (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:03 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Half A Million Miles | The Kennedys | 3:45 | |
| Drunken Lady of the Morning | Michael Martin Murphey, Lyle Lovett | 4:58 | |
| This Old Town | Skydiggers | 2:40 | |
| Barroom Girls | Gillian Welch | 4:13 | |
| Shame on the Moon | Rodney Crowell | 4:40 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Sonja | Lyle Lovett | 2:00 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| Can You Hear Me Love You | Lukas Nelson and Promise of the Real | 5:46 | |
| I Take My Chances | Mary Chapin Carpenter | 3:45 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| Broken Bottle | Alejandro Escovedo | 3:52 | |
| Never Cry Again | John Fullbright | 4:14 | |
| Broken White Line | Kris Delmhorst | 3:24 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Dress of Laces | Lyle Lovett | 6:13 | |
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| What's So Funny 'Bout Peace, Love and Understanding? | Nick Lowe | 4:03 | |
| God I'm Missing You | Rodney Crowell | 3:54 | |
| I Saw A Stranger With Your Hair | John Gorka | 4:03 | |
| Bitter End | The Jayhawks | 4:17 | |
| Half-Broke Horse | Eilen Jewell | 3:26 | |
| Jackson | Gillian Welch, David Rawlings | 3:32 | |
| The Most Unoriginal Sin | John Hiatt & The Goners | 4:15 | |
| Creeps Like Me | Lyle Lovett | 2:14 | |
| Childish Things | James McMurtry | 4:35 | |
| Hiway 9 | Eliza Gilkyson | 4:17 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| Stand By Your Man | Lyle Lovett | 2:45 | |
| Still Not Home | Tift Merritt | 3:48 | |
| River Song | Tom Rush | 3:56 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Driving Home | Cheryl Wheeler | 4:50 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| I Worship You | The Little Willies | 2:50 | |
| Where I Am Now | Shelby Lynne | 3:40 | |
| Angel From Montgomery | Susan Tedeschi | 5:23 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| Jacksonville Skyline | Whiskeytown | 3:00 | |
| Bramble Rose | Tift Merritt | 4:30 | |
| All The Right Reasons | The Jayhawks | 3:24 | |
| Lay Down Your Weary Tune | Tim O'Brien | 3:28 | |
| Everybody Move It | Teddy Thompson | 2:55 | |
| Dance All Night | Ryan Adams & The Cardinals | 3:14 | |