| Strange Country | Kacy & Clayton | 3:32 | |
| Big Men in the Sky | Watchhouse | 4:05 | |
| Sweet Spot | Tift Merritt | 2:50 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| Learning How to Love Him | Amanda Anne Platt & the Honeycutters | 4:16 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| American Poor | Dead Horses | 3:06 | |
| Whole Blue Heart | Lillie Mae | 4:10 | |
| Strange Faces | Daniel Romano | 3:00 | |
| White Feather | Amanda Shires | 3:34 | |
| Cricket (At Night I Can Fly) | Amy LaVere, Will Sexton | 2:51 | |
| Longest Night | Gasoline Lollipops | 3:54 | |
| Lullaby | Dori Freeman | 3:25 | |
| Ground Don't Want Me | Josh Ritter | 4:18 | |
| Return | Natalie Hemby | 3:59 | |
| My Only Child | The Highwomen, Brandi Carlile, Natalie Hemby, Maren Morris, Amanda Shires | 3:53 | |
| What's She Crying For | Justin Townes Earle | 3:53 | |
| Gospel Shoes | Watchhouse | 4:05 | |
| Long Ride | Amanda Anne Platt & the Honeycutters | 3:47 | |
| You Got Me | William Prince | 3:33 | |
| Secondhand | The Small Glories | 3:05 | |
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| I'm The One Who Needs You Tonight | Cordovas | 2:48 | |
| Moonlight Serenade | Taneytown, Amanda Shires | 4:59 | |
| Ern & Zorry's Sneakin' Bitin' Dog | Dori Freeman | 2:10 | |
| Child of the Wind | Michaela Anne | 3:20 | |
| Grand Restoration | Natalie Hemby | 2:57 | |
| Highwomen | The Highwomen, Brandi Carlile, Natalie Hemby, Maren Morris, Amanda Shires, Yola | 3:32 | |
| Over the Hill and Through the Woods | Lillie Mae | 3:17 | |
| Rosey | Bermuda Triangle | 3:45 | |
| Down The Road | Eilen Jewell | 2:35 | |
| If Something Breaks | Front Country | 4:56 | |
| Oh Soul | Mary Gauthier | 5:26 | |
| Harlem River Blues | Justin Townes Earle | 2:48 | |
| Somebody Somewhere | Amelia Curran | 3:54 | |
| Live / Die | Nellie Pearl | 3:42 | |
| I Don't Work in a Bank | Joe Pug | 1:35 | |
| Time to Move On | Michigan Rattlers | 2:55 | |
| Nobody's Perfect | Bruce Robison, Kelly Willis | 3:44 | |
| A Petal Here, a Petal There | Dead Horses | 3:26 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| Ruben's Fortune | The Lowest Pair | 3:50 | |
| Detour Sign | Aoife O'Donovan | 3:32 | |
| Flowers of Love | Pieta Brown, Justin Vernon | 3:27 | |
| The Pain of Loving You | Lula Wiles | 2:42 | |
| Ghost Bird | Amanda Shires | 3:47 | |
| Loaner | Lillie Mae | 4:45 | |
| The West Was Burning | Martha Scanlan | 4:59 | |
| Stars Fell On Alabama | Tara Nevins | 2:56 | |
| See You Around | I'm With Her, Sara Watkins, Sarah Jarosz, Aoife O'Donovan | 3:48 | |