| Two Different Things | Caitlin Cary, Thad Cockrell | 4:16 | |
| Dreaming My Dreams | Emmylou Harris, Rodney Crowell | 3:18 | |
| Think About You | Eliza Gilkyson | 3:23 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| What Do We Do Now | John Hiatt | 2:58 | |
| She - 2007 Remastered Version | Pretenders & Emmylou Harris | 4:49 | |
| Died to Soon | Prismatic Echoes | 1:16 | |
| Bramble Rose | Don Henley, Mick Jagger, Miranda Lambert | 4:30 | |
| Helpless | k.d. lang | 4:17 | |
| Last Train | Arlo Guthrie | 3:06 | |
| All The Lilacs In Ohio | John Hiatt, Jerry Douglas | 3:29 | |
| Not Enough | Emmylou Harris | 3:23 | |
| Big Moon Shinin' | Chip Taylor, Carrie Rodriguez | 6:15 | |
| Drinkin' Problem | Lori McKenna | 4:00 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| Please Stay | Warren Zevon | 3:34 | |
| Hickory Wind | The Byrds | 3:31 | |
| If You Lived Here You'd Be Home Now | Emmylou Harris, Rodney Crowell | 2:59 | |
| When the Fallen Angels Fly | Billy Joe Shaver | 4:03 | |
| God I'm Missing You | Rodney Crowell | 3:54 | |
| It Isn't Gonna Be That Way | Steve Forbert | 4:56 | |
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| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| 1917 | Linda Ronstadt, Emmylou Harris | 5:25 | |
| Where Has My Easy Gone | Ray Bonneville | 3:47 | |
| Oh, Mama, Come Home | Jakob Dylan | 2:26 | |
| Pretty One More Time | Greg Brown | 5:14 | |
| Famous Last Words of a Fool in Love | Rodney Crowell | 3:49 | |
| To Know Him Is to Love Him - 2015 Remaster | Dolly Parton, Linda Ronstadt, Emmylou Harris | 3:47 | |
| My Love Will Follow You | Richard Shindell | 4:13 | |
| Crimson Underground ft. Rodney Crowell | Lera Lynn, Rodney Crowell | 3:08 | |
| One Red Rose | Jeffrey Foucault | 3:17 | |
| Scavenger | Lucy Kaplansky | 4:02 | |
| A Prayer Like Any Other (For Nikke) [feat. Fats Kaplin] | Kieran Kane, Kevin Welch, Fats Kaplin | 3:45 | |
| Someday Soon | Judy Collins | 3:46 | |
| Love Me Right to the End (feat. Emmylou Harris) | Vern Gosdin, Emmylou Harris | 3:51 | |
| My Favorite Picture of You | Guy Clark | 3:32 | |
| Hey Little Darlin' | Zoe Muth | 3:30 | |
| Guadalupe | Gretchen Peters | 5:39 | |
| Pancho & Lefty | Emmylou Harris | 4:49 | |
| Laughing River | Greg Brown | 4:19 | |
| The End Is Not in Sight (The Cowboy Tune) - Remastered | Amazing Rhythm Aces | 3:50 | |
| Me and Bobby McGee | Gordon Lightfoot | 3:46 | |
| I Never Heard You Say | Kimmie Rhodes | 5:38 | |
| Til I Get My Lovin' Back | John Hiatt | 3:28 | |
| The Traveling Kind | Emmylou Harris, Rodney Crowell | 3:40 | |
| All The Right Reasons | The Jayhawks | 3:24 | |
| Flowered Dresses | Slaid Cleaves | 3:49 | |
| No Place To Fall | The Little Willies | 4:00 | |
| Honky Tonk Masquerade | Joe Ely | 3:43 | |