| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Tecumseh Valley | Nanci Griffith | 4:29 | |
| Gone Away from Me | Holly Williams, Jackson Browne | 4:30 | |
| Country Blues | Zoe Muth and the Lost High Rollers | 4:33 | |
| If I | Amanda Shires | 2:14 | |
| My Winding Wheel | Ryan Adams | 3:12 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| The Way It Dimmed | Amanda Shires | 2:11 | |
| Just Another Beautiful Girl | Andrew Duhon | 4:01 | |
| The Arrow | The Black Lillies, Jill Andrews | 5:11 | |
| King Cotton | The Secret Sisters | 3:12 | |
| Wildwood | Chatham County Line | 3:06 | |
| Mercy | Po' Girl | 4:56 | |
| A Father's Song | Darrell Scott | 3:51 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| Best Medicine | The Stray Birds | 4:00 | |
| Mountain Girl | Blue Mountain | 4:05 | |
| Come Back Little Star | Patterson Hood | 5:01 | |
| Heavy | Andrew Combs | 4:03 | |
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| Thunderbird | John Hiatt | 4:04 | |
| High Road | John Fullbright | 7:37 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Don't You Fall | The Be Good Tanyas | 3:38 | |
| Wilder Than Her | Fred Eaglesmith | 4:54 | |
| Since You Put Me Down | Margo Price | 4:53 | |
| Mystifies Me - 2015 Remaster | Son Volt | 4:12 | |
| My Name Can't Be Mama | The Highwomen, Brandi Carlile, Natalie Hemby, Maren Morris, Amanda Shires | 2:30 | |
| Dogsong aka Sleep Dog Lullaby | The Be Good Tanyas | 4:48 | |
| Lydia | Slaid Cleaves | 4:38 | |
| Nothing But The Whole Wide World | Jakob Dylan | 3:48 | |
| East of Gary | Darrell Scott | 4:33 | |
| Ghosts of Our Fathers | Otis Gibbs | 3:46 | |
| If I've Only One Time Askin' | Daniel Romano | 2:54 | |
| Harvest Moon Blues | Zoe Muth and the Lost High Rollers | 4:46 | |
| Saddle in the Rain | Amanda Shires | 4:46 | |
| Deer Creek Canyon | Sera Cahoone | 3:18 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Fly High | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 3:45 | |
| Avenues | Whiskeytown | 2:31 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| The Ballad Of Carol Lynn | Whiskeytown | 3:04 | |
| Wishbones | Slaid Cleaves | 3:27 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
| Pearls On A String | Ryan Adams | 2:23 | |
| Trouble Over Me | Tift Merritt | 5:08 | |