| You're Leaving Me | Lydia Loveless | 2:29 | |
| Rosey | Bermuda Triangle | 3:45 | |
| Not Over By Half | Joan Shelley | 4:33 | |
| Long Way | Antje Duvekot | 6:07 | |
| You Go Down Smooth | Lake Street Dive | 3:48 | |
| Ern & Zorry's Sneakin' Bitin' Dog | Dori Freeman | 2:10 | |
| Seeds of the Pine | Martha Scanlan | 5:16 | |
| Harvest Moon Blues | Zoe Muth and the Lost High Rollers | 4:46 | |
| Sweet Forgiveness | Iris DeMent | 2:44 | |
| Hop High | Watkins Family Hour, Sara Watkins, Sean Watkins | 4:54 | |
| Easy Now | Joan Shelley | 3:41 | |
| All I Ever Wanted | Dori Freeman | 3:41 | |
| Rain And Snow | The Lonesome Sisters | 4:31 | |
| World's Greatest Loser | Margo Price | 1:33 | |
| Buck Up | Carsie Blanton | 3:05 | |
| Poor Wayfaring Stranger | Natalie Merchant | 4:16 | |
| The King of the 12 Ounce Bottles | Watkins Family Hour, Sara Watkins, Sean Watkins | 3:36 | |
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
| Fifty Miles of Elbow Room | Iris DeMent | 3:12 | |
| Tired of This Life | Dawn Landes | 3:04 | |
| Crocodile Man | Dave Carter, Tracy Grammer | 3:02 | |
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| Desperate & Depressed | Margo Price | 3:31 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| Rabbit Fur Coat | Jenny Lewis, The Watson Twins | 4:34 | |
| It's Not Happening | The Be Good Tanyas | 2:41 | |
| Lies of Summer | Aimee Mann | 2:42 | |
| You're the One I Love (feat. Fiona Apple) | Sara Watkins, Fiona Apple | 1:45 | |
| Iowa | Dar Williams | 4:47 | |
| Twister | Carsie Blanton | 3:37 | |
| Pitseleh | Watkins Family Hour, Madison Cunningham | 3:40 | |
| Goodnight, Irene | Lucius, Roger Waters | 3:28 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Death in Arkansas | Eliza Gilkyson | 4:18 | |
| After You're Gone | Iris DeMent | 4:04 | |
| Rise Up with Fists!! | Jenny Lewis, The Watson Twins | 3:38 | |
| I Don't Really Want to Talk to You | Dan Reeder | 2:38 | |
| Dadgum Down | Amy Ray | 4:27 | |
| Southern California Wants To Be Western New York | Dar Williams | 4:10 | |
| Blowin' Down This Road | Watkins Family Hour | 3:48 | |
| The Last Goodbye | Uncle Earl | 3:39 | |
| Will He Be Waiting For Me? | Sarah Harmer | 3:36 | |
| When I Was A Boy - Acoustic Revisited Version | Dar Williams, Patty Larkin | 5:17 | |
| Share The Moon | Indigo Girls | 3:34 | |
| I Know What Kind Of Love This Is | Cry Cry Cry | 4:29 | |
| I’m In The Middle Of A Riddle | Fiona Apple, Maude Maggart | 2:37 | |
| Luther's Got The Blues | Sarah Harmer | 3:50 | |
| Neo's Song | Sean Watkins | 3:50 | |
| Color Of Love | Birds of Chicago | 3:24 | |
| I Can’t Wait To Meet You | Fiona Apple | 1:55 | |