| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Please, Please, Please | Andrew Combs | 4:27 | |
| Drawl | Lilly Hiatt | 3:55 | |
| Birthday Song | Amanda Anne Platt & the Honeycutters | 4:15 | |
| Giving up on Your Hometown | Lori McKenna | 3:15 | |
| Cry for Me | Sam Outlaw | 2:38 | |
| I Know What It's Like | Amanda Shires | 4:38 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| King Cotton | The Secret Sisters | 3:12 | |
| Devil's in the Jukebox (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 3:59 | |
| Cocktail And A Song | The Highwomen, Brandi Carlile, Natalie Hemby, Maren Morris, Amanda Shires | 3:37 | |
| Mama Bake a Pie (Daddy Kill a Chicken) | Drive-By Truckers | 3:19 | |
| White Gardenias | Justin Townes Earle | 2:38 | |
| All Kinds Of People | Lilly Hiatt | 2:39 | |
| From Outer Space | Jaime Wyatt | 4:13 | |
| Chris Isaak | Lydia Loveless | 4:33 | |
| My Name Can't Be Mama | The Highwomen, Brandi Carlile, Natalie Hemby, Maren Morris, Amanda Shires | 2:30 | |
| She's a River | Gurf Morlix | 4:28 | |
| Hurtin' (On the Bottle) | Margo Price | 4:12 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
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| Time Rolls By | Caitlin Canty | 3:35 | |
| Drivin' | Robert Ellis | 2:46 | |
| Redesigning Women | The Highwomen, Brandi Carlile, Natalie Hemby, Maren Morris, Amanda Shires | 2:54 | |
| After the Storm | The Flatlanders | 3:52 | |
| Flowers of Love | Pieta Brown, Justin Vernon | 3:27 | |
| Tecumseh Valley | Nanci Griffith | 4:29 | |
| Smile When You Call Me That | Jakob Dylan | 3:59 | |
| Walking Proof | Lilly Hiatt | 3:55 | |
| The Running Kind | Zoe Muth | 3:07 | |
| Downbound Train | Joe Pug | 4:05 | |
| Oh, Mama | Aoife O'Donovan | 4:18 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| You Don't Scare Me | Whitney Rose | 4:10 | |
| Heavy | Andrew Combs | 4:03 | |
| Closer To Heaven | Rodney Crowell | 5:20 | |
| Walking Down the Line | Eilen Jewell | 3:37 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Onto You | Caitlin Canty | 3:30 | |
| Lorraine | Lori McKenna | 4:13 | |
| Nashville 1972 | Rodney Crowell | 3:53 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| When You're Gone | Amanda Shires | 3:06 | |
| Where I Am Now | Shelby Lynne | 3:40 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
| Hotel Amarillo | Caroline Spence | 4:00 | |
| Stars Fell On Alabama | Tara Nevins | 2:56 | |
| Down In The Bowery | Alejandro Escovedo | 4:17 | |