| Hymn for the Crossing | Amy Speace | 3:36 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Catch the Wind | Kimmie Rhodes | 3:14 | |
| Out of the Rain | Tony Joe White | 4:33 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| Shotgun Hearts | Amy Speace, The Orphan Brigade | 4:46 | |
| I'm the One to Blame | Allison Moorer | 2:28 | |
| Dancing Girl | Dion, Mark Knopfler | 4:12 | |
| Come Tomorrow | Patti Scialfa | 3:53 | |
| You Don't Scare Me | Whitney Rose | 4:10 | |
| Sunlight Keeps Falling | Elliott Murphy | 4:02 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Fade Away | Joanne Shaw Taylor, Tina Guo | 4:53 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Down into Mexico | Delbert McClinton | 4:35 | |
| I'm Still Standing | Janis Ian | 3:12 | |
| The Weight | Mavis Staples, Levon Helm | 5:56 | |
| Let the Wind Blow | Dar Williams | 3:34 | |
| Winnemucca | Eilen Jewell | 4:17 | |
| You're Still On My Mind | Carrie Rodriguez | 2:56 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
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| The Ballad of Little Blackie | David Knopfler | 3:14 | |
| Desert Dove | Michaela Anne | 4:41 | |
| Driving With the Brakes On | Colin Hay | 4:31 | |
| The Angels Came Down - Remastered | Kevin Costner, Modern West | 4:46 | |
| After the Storm | The Flatlanders | 3:52 | |
| House of the White Rose Boquet | Ray Wylie Hubbard | 3:23 | |
| If There Comes a Time | Jesper Lindell | 3:54 | |
| Wasteland of the Free | Iris DeMent | 5:15 | |
| Crimson Underground ft. Rodney Crowell | Lera Lynn, Rodney Crowell | 3:08 | |
| Be My Baby feat. Raul Malo | Whitney Rose, Raul Malo | 2:47 | |
| Nobody Knows Me | Lyle Lovett | 3:06 | |
| Changes In My Mind | John Hiatt, Jerry Douglas | 3:34 | |
| Life is Fine | Tom Rush | 3:39 | |
| When You're My Age (feat. Hillary Lindsey & Liz Rose) | Lori McKenna, Liz Rose, Hillary Lindsey | 5:11 | |
| It's a Big Old Goofy World | Alice Howe, Freebo | 3:56 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| Paint This Town | Old Crow Medicine Show | 3:57 | |
| Love To Spare | Nicki Bluhm, A.J. Croce | 3:01 | |
| Terms of My Surrender | John Hiatt | 3:29 | |
| The Truth | Jason Isbell and the 400 Unit, Adia Victoria | 3:32 | |
| Mercy Now | Mary Gauthier | 5:50 | |
| Driving In The Rain | John Mellencamp | 3:25 | |
| Between The Daylight And The Dark | Mary Gauthier | 4:15 | |
| Someone Is Crying | Tony Joe White | 4:33 | |
| All The Way Home | Southside Johnny And The Asbury Jukes | 3:55 | |
| A Few Stars Apart | Lukas Nelson and Promise of the Real | 3:08 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| Sky And Water | Mark Knopfler | 4:31 | |