| California | Bonny Light Horseman, Anaïs Mitchell, Eric D. Johnson, Josh Kaufman | 3:16 | |
| Things You Learn the Hard Way | Emily Scott Robinson | 4:53 | |
| Sister Starling | Aoife O'Donovan | 4:38 | |
| Dreamsicle | Jason Isbell and the 400 Unit | 3:44 | |
| Do You Know? | Pieta Brown, Amos Lee | 3:01 | |
| Cast Iron Skillet | Jason Isbell and the 400 Unit | 3:24 | |
| Black Jack Davey | Hurray For The Riff Raff | 3:11 | |
| Brightest Star | Lilly Hiatt | 3:07 | |
| The Real Thing | Parker Millsap | 3:13 | |
| On The Road Again | The Brother Brothers | 2:53 | |
| I Walked With You A Ways | Plains, Jess Williamson | 2:55 | |
| Texas River Song | Jess Williamson | 3:32 | |
| Self Made Man | Rachel Baiman | 2:57 | |
| Chuck Will's Widow | Amy Ray, I'm With Her | 3:41 | |
| Doesn't Make Any Sense | Rainbow Girls | 4:17 | |
| Oh My Love | The Small Glories | 3:20 | |
| Good As Gold | Sarah Shook & the Disarmers | 3:13 | |
| More Than We Know | Aoife O'Donovan, The Milk Carton Kids | 3:10 | |
| Hallelujah (I’m a Dreamer) | Luther Dickinson, Amy LaVere | 2:48 | |
| Time Stands Still | Chris Smither | 3:45 | |
| In The Pines | Adia Victoria | 3:37 | |
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| Lucid Lucy | Sunny War | 3:37 | |
| In the Dark | Katie Dahl, Allison Russell | 4:07 | |
| Michigan Cherry | River Whyless | 3:43 | |
| Blue Shadows on the Trail | Sara Watkins, Nickel Creek | 2:37 | |
| You Was Born To Die (feat. Kyshona Armstrong, Margo Price & Jason Isbell) | Adia Victoria, Kyshona, Margo Price, Jason Isbell | 3:01 | |
| The Benefits of Being Alone | Rose Cousins | 3:14 | |
| For Me It's You | Jobi Riccio | 3:56 | |
| Joy Train | Amy Ray | 3:53 | |
| Little Noise | Abigail Lapell | 2:58 | |
| Bright Star | Anaïs Mitchell | 3:10 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Chemical Sunset | Orville Peck, Allison Russell | 2:34 | |
| Mama's Little Rose | Grey DeLisle, Jolie Holland | 2:57 | |
| Across the Great Divide | Kate Wolf | 4:14 | |
| Empty Cups | Amanda Shires | 3:58 | |
| Sing Me a Song | William Prince, Serena Ryder | 2:39 | |
| Angel from Montgomery | Rainbow Girls | 2:49 | |
| Five More Minutes | The War And Treaty | 3:43 | |
| I Am Aglow | Sarah Harmer | 2:43 | |
| Shadowlands | Allison Russell | 4:13 | |
| Just Like Leaving | Bella White | 3:26 | |
| Love At The Five & Dime | Nanci Griffith | 4:39 | |
| Montreal | Allison Russell | 3:45 | |
| Escape | Sierra Hull | 3:06 | |
| Jeremiah | Sierra Ferrell | 3:03 | |
| Persephone | Allison Russell | 4:22 | |
| Something About What Happens When We Talk | Katie Pruitt | 3:40 | |
| Not To Blame | Bella White | 2:55 | |
