| 15 Acres | Kieran Kane, Rayna Gellert | 3:32 | |
| Before the Night Is Gone | Zoe Muth and the Lost High Rollers | 5:47 | |
| Flat Top Guitar | Ana Egge | 2:50 | |
| King Cotton | The Secret Sisters | 3:12 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Bittersweet Grand Canyon | Kirsten Jones, Suzie Ungerleider | 4:19 | |
| Three Chords and Truth | Lynn Miles | 3:30 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| A Wanderer I'll Stay | Pharis & Jason Romero | 3:37 | |
| Willin' | Richard Shindell | 3:15 | |
| Feathers & Wishbones | Amy Speace | 2:22 | |
| Poor Girl - Rhude | Po' Girl | 3:21 | |
| Drifted Apart | Tift Merritt | 3:34 | |
| Crossing Muddy Waters | I'm With Her, Sara Watkins, Sarah Jarosz, Aoife O'Donovan | 3:48 | |
| South of Nowhere | Po' Girl | 2:50 | |
| The Sea Is My Mother | Diana Jones | 3:23 | |
| Wise Woman | Caroline Herring | 3:10 | |
| They Are Kings | Norton Ramsden | 3:05 | |
| I'm Looking for Blue Eyes | Shelby Lynne, Allison Moorer | 2:57 | |
| Maiden Voyage | Caroline Herring | 3:41 | |
| Lay My Burden Down | Aoife O'Donovan | 3:36 | |
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| What Do We Do Now | John Hiatt | 2:58 | |
| Churches Off the Interstate | Laura Cantrell | 2:59 | |
| If You Want | Oliver Henley | 2:54 | |
| Not Dark Yet | Shelby Lynne, Allison Moorer | 4:19 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Poor Wayfaring Stranger | Natalie Merchant | 4:16 | |
| Old Mountain Line | Po' Girl | 2:10 | |
| Easy's Gettin' Harder Every Day | Iris DeMent | 5:01 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Cold Cold Earth | Allison Moorer | 3:20 | |
| My Love Is Gone | Diana Jones | 3:34 | |
| You Won't Find Me | Amelia Curran | 3:23 | |
| The Late John Garfield Blues | Sara Watkins | 4:06 | |
| Never Be Fooled Again | Zoe Muth | 7:51 | |
| You Got The Silver | Crooked Still | 3:50 | |
| Wouldn't Be the First Time | Kieran Kane, Rayna Gellert | 2:59 | |
| Since You Went Away | Kris Delmhorst | 3:06 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| Thinkin' on You | Rachel Baiman | 4:19 | |
| Mercy | Po' Girl | 4:56 | |
| Don't Fight The Feeling | Never Come Down | 3:52 | |
| Henry Russell's Last Words - 2023 Remaster | Diana Jones | 4:27 | |
| The Birds Were Singing Of You | Uncle Earl | 3:24 | |
| Ohio | Diana Jones | 4:09 | |
| Birches | Bill Morrissey | 3:22 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| Little Song | Sarah Jarosz | 2:48 | |
| Love O Love | Diana Jones | 2:32 | |