| Middle of Nowhere | Zoe Muth | 4:18 | |
| Boots of Spanish Leather | Nanci Griffith | 5:17 | |
| Love to Be Cruel for (feat. Mark Erelli) | Lori McKenna, Mark Erelli | 3:34 | |
| Red Dress | Israel Nash | 4:07 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Dixie | Gill Landry | 3:21 | |
| My Only Child | The Highwomen, Brandi Carlile, Natalie Hemby, Maren Morris, Amanda Shires | 3:53 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Wishing Well | Jaime Wyatt | 4:35 | |
| Girl She Used to Be | Chatham County Line | 2:50 | |
| Grand Restoration | Natalie Hemby | 2:57 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Lullaby | Dori Freeman | 3:25 | |
| One Red Rose | Iris DeMent | 3:07 | |
| First Time in Years | Erik Koskinen | 3:52 | |
| Hearts Beat and Take a Beating | Forest Sun | 3:16 | |
| Winsome Smile | Chris Smither | 3:34 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Back in My Day Blues | Otis Gibbs | 3:14 | |
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| Oyster and Pearl | Amy Ray, Phil Cook, Brad Cook, Justin Vernon | 4:00 | |
| Salt | Lori McKenna | 4:25 | |
| Ghost Bird | Amanda Shires | 3:47 | |
| Angeline | James McMurtry | 4:04 | |
| I Follow Rivers | Jason Isbell, Amanda Shires | 2:37 | |
| Take It from Me | Andrew Combs | 4:17 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Black Haired Boy | Shannon McNally | 3:13 | |
| Across the Great Divide | Nanci Griffith | 3:57 | |
| Duane Allman | Amy Ray, Susan Tedeschi | 2:51 | |
| Wild One | Nikki Lane | 3:30 | |
| Tell Me A Story | Po' Girl | 3:13 | |
| Drawl | Lilly Hiatt | 3:55 | |
| Blow Me a Kiss | Blackie & The Rodeo Kings | 3:12 | |
| Wreck You | Lori McKenna | 3:18 | |
| Oh, Mama | Aoife O'Donovan | 4:18 | |
| I've Been Gone | Zoe Muth and the Lost High Rollers | 4:28 | |
| Man of God | Eliza Gilkyson | 4:27 | |
| After the Storm | The Flatlanders | 3:52 | |
| Wide River To Cross | Levon Helm | 4:51 | |
| Hotel Amarillo | Caroline Spence | 4:00 | |
| Tampa To Tulsa | The Jayhawks | 4:01 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
| Asking For Flowers | Kathleen Edwards | 5:02 | |
| Whiskey Watered Down | Caroline Spence | 3:38 | |
| Down In The Bowery | Alejandro Escovedo | 4:17 | |
| Angel Flying Too Close To The Ground | Amanda Shires, Bobbie Nelson | 2:49 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |