| Black Haired Boy | Shannon McNally | 3:13 | |
| Great Confession | Amanda Anne Platt & the Honeycutters | 3:42 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Better Part of an Hour | The Guthries | 4:35 | |
| End of the Line | Hurray For The Riff Raff | 3:38 | |
| Daydreamer | John Fullbright | 4:32 | |
| Car Outside | Jimmy LaFave | 4:28 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| For The Turnstiles | The Be Good Tanyas | 4:26 | |
| Music You Mighta Made | Gurf Morlix | 4:37 | |
| I Believe | Donna The Buffalo | 4:28 | |
| My Only Child | The Highwomen, Brandi Carlile, Natalie Hemby, Maren Morris, Amanda Shires | 3:53 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Love Will Win the War | Darden Smith | 3:54 | |
| Loretta | The Stray Birds | 2:46 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Midnight Train | David Rawlings | 3:18 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Mississippi Goddam (feat. Adia Victoria & Kyshona Armstrong) | Kelsey Waldon, Adia Victoria, Kyshona | 4:54 | |
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| Rye Grass Riders | Samantha Rise | 4:02 | |
| Darkest Hour | Bob Weir | 3:24 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Walking Proof | Lilly Hiatt | 3:55 | |
| Hickory | Slaid Cleaves | 3:38 | |
| Sad Baptist Rain | John Moreland | 3:25 | |
| Chris Isaak | Lydia Loveless | 4:33 | |
| Only Always | Nicki Bluhm and the Gramblers | 3:19 | |
| The Good Guys (Dick Tracy) | Amanda Anne Platt & the Honeycutters | 4:37 | |
| Never Cry Again | John Fullbright | 4:14 | |
| The Prettiest Thing | The Modern Don Juans, David Childers | 4:14 | |
| Green Mountains and Me | Slaid Cleaves | 3:44 | |
| How Good You Are | Joe Pug | 4:19 | |
| Rare Thing | Amanda Anne Platt & the Honeycutters | 4:43 | |
| Christchurch Woman | Justin Townes Earle | 4:11 | |
| The Chain - From the Motion Picture Soundtrack "The Kitchen" | The Highwomen, Brandi Carlile, Natalie Hemby, Maren Morris, Amanda Shires | 4:51 | |
| Last Of The Hobo Kings | Mary Gauthier | 5:50 | |
| The West Was Burning | Martha Scanlan | 4:59 | |
| Tampa To Tulsa | The Jayhawks | 4:01 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| Cannonball | Birds of Chicago | 4:06 | |
| Jacksonville Skyline | Whiskeytown | 3:00 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Raise The Dead | Colvin & Earle | 2:51 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Wishbones | Slaid Cleaves | 3:27 | |
| Virginia, No One Can Warn You | Tift Merritt | 4:23 | |