| Kathy's Song | The Secret Sisters | 3:43 | |
| Don't Look for Me | Jeffrey Foucault | 3:05 | |
| Honest Life | Courtney Marie Andrews | 4:14 | |
| The Circle Game - 2008 Remaster | Tom Rush | 5:17 | |
| Early Morning Rain | Billy Bragg, Joe Henry | 4:13 | |
| Pale Fire | Amanda Shires | 3:16 | |
| To All the Girls Who Cry | The Secret Sisters | 4:22 | |
| Way over Yonder in the Minor Key | Dave Carter & Tracy Grammer | 4:14 | |
| Maiden Voyage | Caroline Herring | 3:41 | |
| Nine Pin | Kaia Kater | 5:05 | |
| Iowa | Dar Williams | 4:47 | |
| Bright Side of Down | John Gorka | 3:36 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| Ode to Billy Joe | Paula Cole | 4:48 | |
| Come All Ye Fair & Tender Ladies | Red Tail Ring | 3:54 | |
| Wreck You | Lori McKenna | 3:18 | |
| Far and Wide | Ruth Moody | 3:24 | |
| It Makes No Difference | Shannon McNally | 5:27 | |
| The Road To Ensenada | Lyle Lovett | 4:15 | |
| Love Me Like A Song | Kimmie Rhodes | 3:40 | |
| Let No Man Steal Your Thyme | Traditional, Carey Mulligan, Michael Sheen | 2:05 | |
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| Don't Explain | Billie Holiday, Simone Dinnerstein, Tift Merritt | 4:11 | |
| My Love for You Will Not Fade | Caitlin Canty | 3:52 | |
| A Light in the Window | Carrie Newcomer | 3:41 | |
| Driving | Po' Girl | 3:48 | |
| Song Of The Wandering Aengus | Caroline Herring | 3:32 | |
| God I'm Missing You | Rodney Crowell | 3:54 | |
| Leaving Eden | Carolina Chocolate Drops | 4:35 | |
| Easier Than Leaving (Live Acoustic) | Michaela Anne | 4:46 | |
| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| Lullaby | Dori Freeman | 3:25 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Homeward Bound | Red Molly | 3:25 | |
| Lighthouse Light | Redbird | 3:02 | |
| Since You Went Away | Kris Delmhorst | 3:06 | |
| Only In My Mind | Courtney Marie Andrews | 4:10 | |
| City Flower | Jeffrey Foucault | 3:38 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Let's Leave This Town | Chip Taylor, Carrie Rodriguez | 3:23 | |
| That's The Way Love Goes | Hayes Carll, Allison Moorer | 3:11 | |
| West Texas Heaven | Kimmie Rhodes | 3:07 | |
| True Colors | Caroline Herring | 3:37 | |
| Poor Girl - Klein | Po' Girl | 3:10 | |
| Lovin' Eyes | Applewood Road, Amber Rubarth, Amy Speace, Emily Barker | 2:15 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Summer's Almost Over | Cheryl Wheeler | 3:07 | |
| Marie Mouri | Linda Ronstadt, Ann Savoy | 3:31 | |
| Driving Home | Cheryl Wheeler | 4:50 | |
| I'm Alright | Kim Richey | 4:01 | |