| Lingering On | Tift Merritt | 2:43 | |
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
| Pride | Robert Ellis | 5:00 | |
| The Blue | Jason Isbell and the 400 Unit | 5:44 | |
| Where Has My Easy Gone | Ray Bonneville | 3:47 | |
| Love Soldiers On | Tift Merritt | 2:59 | |
| Dusty Boxcar Wall | Eilen Jewell | 2:43 | |
| Paradise | Dylan LeBlanc | 2:44 | |
| Unforgiven | Bap Kennedy | 3:37 | |
| Hush, Sorrow | Buddy & Julie Miller, Buddy Miller, Julie Miller | 4:02 | |
| Love Grow Cold | Blitzen Trapper | 3:37 | |
| Backstage With The Modern Dancers | Great Lake Swimmers | 4:28 | |
| The Water is Wide | John Gorka | 4:28 | |
| I Could've Been Your Lover Too | Rachel Baiman | 3:09 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| Lightning and Thunder | Dylan LeBlanc | 4:21 | |
| Burn Card | The Barr Brothers | 4:05 | |
| State Line | The Delines | 3:25 | |
| The Last Bus | Zoe Muth | 5:59 | |
| Mahogany Dread | Hiss Golden Messenger | 4:06 | |
| Even the Darkness Has Arms | The Barr Brothers | 3:50 | |
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| Just As The Tide Was Flowing - Live Session, Huichica Music Festival, 2018 | Jam in the Van, The Deep Dark Woods | 3:19 | |
| Everett Ruess | Dave Alvin | 4:51 | |
| The Sun Never Shines | The Deep Dark Woods | 8:35 | |
| Captain's Song (Sorley Boy) | The Orphan Brigade, John Prine | 3:11 | |
| Old Friend | Lyle Lovett | 3:13 | |
| Hands on a Grain of Sand | Amelia Curran | 3:48 | |
| Crop Comes In | Chatham County Line | 4:23 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| Northern Air | Elliott BROOD | 5:08 | |
| To Live's to Fly | Townes Van Zandt | 3:39 | |
| What They Say | Chris Smither | 2:46 | |
| Born in the U.S.A. | Jason Isbell, Amanda Shires | 3:31 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| Close the Door Lightly When You Go | Richard Barone, Allison Moorer | 3:48 | |
| Frank's Tavern | Calexico | 4:28 | |
| In the Kingdom of Dreams | Ian Felice | 3:56 | |
| Pick Up The Tempo | Phosphorescent | 3:17 | |
| Heavy | Andrew Combs | 4:03 | |
| Scattered & Small | Amelia Curran | 3:32 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Get Up | Caitlin Canty | 3:44 | |
| Wichita Ain't so Far Away | The Delines | 2:31 | |
| House Of Mercy | Sarah Jarosz | 4:38 | |
| Longest Days | John Mellencamp | 3:10 | |
| Dear John | The Deep Dark Woods | 3:39 | |
| Hoping Machine | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 4:52 | |
| The Ballad of Frank Dupree | The Deep Dark Woods | 7:28 | |
| Trampled Rose | Robert Plant, Alison Krauss | 5:33 | |