| Let's Leave This Town | Chip Taylor, Carrie Rodriguez | 3:23 | |
| If No One Ever Marries Me | Natalie Merchant | 2:21 | |
| Walking After Midnight | Cowboy Junkies | 3:22 | |
| Simple Man, Simple Dream | Linda Ronstadt | 3:13 | |
| Mercy | Po' Girl | 4:56 | |
| The Thirty-third of August | Mickey Newbury | 5:42 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Day After Tomorrow | Linda Thompson | 5:03 | |
| Draft Daughter's Blues aka Ootischenia | The Be Good Tanyas | 3:21 | |
| I Saw A Stranger With Your Hair | John Gorka | 4:03 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| Hymn for the Crossing | Amy Speace | 3:36 | |
| Tangled and Wild | Suzie Ungerleider | 4:25 | |
| Country Road - 2019 Remaster | James Taylor | 3:22 | |
| Old Shoes | Tom Waits | 4:25 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| True Love Travels on a Gravel Road | Nick Lowe | 3:36 | |
| Mama Don't Cry | I Draw Slow | 4:09 | |
| Cricket (At Night I Can Fly) | Amy LaVere, Will Sexton | 2:51 | |
| Steel Rail Blues | Gordon Lightfoot | 2:49 | |
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| Dogsong aka Sleep Dog Lullaby | The Be Good Tanyas | 4:48 | |
| Water In The Ground | Catherine MacLellan | 2:51 | |
| King Cotton | The Secret Sisters | 3:12 | |
| Scattered & Small | Amelia Curran | 3:32 | |
| Don't Look for Me | Jeffrey Foucault | 3:05 | |
| This Land Is Your Land (with Sweet Honey In The Rock, Doc Watson & The Little Red School House Chorus) | Pete Seeger, Sweet Honey In The Rock, Doc Watson, The Little Red School House Chorus | 3:45 | |
| Midland Two Step | The Savoy Family Band, Ann Savoy, Marc Savoy, Wilson Savoy, Joel Savoy, Sarah Savoy | 3:19 | |
| Where I'm From | Shelby Lynne | 3:50 | |
| Ern & Zorry's Sneakin' Bitin' Dog | Dori Freeman | 2:10 | |
| Grand Texas | Magnolia Sisters, Ann Savoy, Jane Vidrine, Lisa Trahan, Anya Burgess | 3:12 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Take A Break | Catherine MacLellan | 2:46 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Sun Comes Up, It's Tuesday Morning | Cowboy Junkies | 3:56 | |
| Plow To The End Of The Row | Adrienne Young, Little Sadie | 3:16 | |
| Don't You Fall | The Be Good Tanyas | 3:38 | |
| Hands of Time | Margo Price | 6:09 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| The First Time Ever I Saw Your Face | Aaron Neville, Linda Ronstadt | 4:13 | |
| Tell Moses | Colvin & Earle | 3:41 | |
| Trouble | Yusuf / Cat Stevens | 2:52 | |
| Close The Door Lightly When You Go | Eric Andersen | 3:30 | |
| Paper Airplane | Alison Krauss & Union Station | 3:36 | |
| Toys Of Time | Stone Poneys, Linda Ronstadt | 1:54 | |
| You Can Close Your Eyes | Linda Ronstadt | 3:09 | |
| I Don't Believe You've Met My Baby | Jerry Douglas | 3:13 | |
| Miles To Go | Alison Krauss & Union Station | 2:54 | |
| Why Don't You Love Me | The Secret Sisters | 2:19 | |
