| Back in My Day Blues | Otis Gibbs | 3:14 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Kansas | Fred Eaglesmith | 3:44 | |
| Black Haired Boy | Shannon McNally | 3:13 | |
| Ain't Got a Place | James McMurtry | 2:41 | |
| White Gardenias | Justin Townes Earle | 2:38 | |
| My Name Can't Be Mama | The Highwomen, Brandi Carlile, Natalie Hemby, Maren Morris, Amanda Shires | 2:30 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| A Hold On Me | Diana Jones | 4:20 | |
| P-Town | Lilly Hiatt | 2:46 | |
| Cocktail And A Song | The Highwomen, Brandi Carlile, Natalie Hemby, Maren Morris, Amanda Shires | 3:37 | |
| Run from You | Max Gomez | 3:59 | |
| Angeline | James McMurtry | 4:04 | |
| Nothing's Gonna Change the Way You Feel About Me Now | Justin Townes Earle | 3:04 | |
| First Time in Years | Erik Koskinen | 3:52 | |
| Half A Million Miles | The Kennedys | 3:45 | |
| Sweet Spot | Tift Merritt | 2:50 | |
| To Live's to Fly | Townes Van Zandt | 3:39 | |
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| Rogers Park | Justin Townes Earle | 4:27 | |
| Dark Eyed Gal (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:58 | |
| Muddy Waters | Nikki Lane | 3:11 | |
| Imposter | Lilly Hiatt | 4:21 | |
| Midnight Rider | Peter Levin, The Blind Boys Of Alabama, Amanda Shires, Marc Quiñones | 4:47 | |
| Something Less Than Something More | Caitlin Cary, Thad Cockrell | 5:08 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| My Only Child | The Highwomen, Brandi Carlile, Natalie Hemby, Maren Morris, Amanda Shires | 3:53 | |
| My List | Shelby Lynne, Allison Moorer | 2:52 | |
| Where I Stood | Dori Freeman | 3:02 | |
| Banshee Moan | Shannon McNally | 4:01 | |
| Sweet Is the Melody | Iris DeMent | 3:41 | |
| Break out the Champagne | Amanda Shires | 2:45 | |
| What It Takes | Fred Eaglesmith | 3:57 | |
| Death in Arkansas | Eliza Gilkyson | 4:18 | |
| Please, Please, Please | Andrew Combs | 4:27 | |
| You Won't Find Me | Amelia Curran | 3:23 | |
| The Whiskey Makes You Sweeter | Laura Cantrell | 5:07 | |
| Money Road | Rosanne Cash | 4:00 | |
| The West Was Burning | Martha Scanlan | 4:59 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Virginia | The Deep Dark Woods | 3:53 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| A Feather's Not A Bird | Rosanne Cash | 3:18 | |
| 16 Days | Whiskeytown | 3:54 | |
| When The Master Calls The Roll | Rosanne Cash | 5:06 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
| Morning Is My Destination | Tift Merritt | 3:17 | |