| Charms | Amanda Shires | 2:33 | |
| Only Always | Nicki Bluhm and the Gramblers | 3:19 | |
| The Late John Garfield Blues | Sara Watkins | 4:06 | |
| The Damage | Rodney Crowell | 4:01 | |
| Goodnight Rhonda Lee | Nicole Atkins | 2:33 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Angeline | James McMurtry | 4:04 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Funeral In My Heart | Gill Landry | 1:50 | |
| Highwomen | The Highwomen, Brandi Carlile, Natalie Hemby, Maren Morris, Amanda Shires, Yola | 3:32 | |
| Who Carried You | Malcolm Holcombe | 3:27 | |
| Ferris Wheel | Natalie Hemby | 3:49 | |
| Smile When You Call Me That | Jakob Dylan | 3:59 | |
| How the Mighty Have Fallen | Margo Price | 3:11 | |
| Leave The Light On | Chris Smither | 3:47 | |
| First Time in Years | Erik Koskinen | 3:52 | |
| If I Needed You | Carrie Rodriguez | 4:16 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| Fine Fine Fine | Dori Freeman | 2:52 | |
| Only the Song Survives | John Hiatt | 4:00 | |
| Duane Allman | Amy Ray, Susan Tedeschi | 2:51 | |
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| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| The Pain of Loving You | Lula Wiles | 2:42 | |
| Wishing Well | Jaime Wyatt | 4:35 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| The Law and the Lonesome | Jonathan Byrd | 4:36 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| Where'd You Hide The Body | James McMurtry | 3:40 | |
| Tangled and Wild | Suzie Ungerleider | 4:25 | |
| Only Lies | Robert Ellis | 3:50 | |
| Love Be A Bird | Amanda Shires | 4:10 | |
| Wine Lips | Lydia Loveless | 3:42 | |
| Too Bad | Lilly Hiatt | 3:11 | |
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
| Till I'm Too Old to Die Young (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:29 | |
| The Ransom | Madison Violet | 3:37 | |
| The River's Gonna Run | Buddy & Julie Miller | 3:59 | |
| Over The Rainbow | Amanda Shires, Bobbie Nelson | 4:06 | |
| In State | Kathleen Edwards | 3:56 | |
| Laid A Highway | Tift Merritt | 3:53 | |
| 16 Days | Whiskeytown | 3:54 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
| Stars Fell On Alabama | Tara Nevins | 2:56 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| Virginia | The Deep Dark Woods | 3:53 | |
| Dim Star Of The Palisades | Birds of Chicago | 2:58 | |
| World Of Strange Design | Rosanne Cash | 3:24 | |