| Blue Eyes Crying In the Rain | Willie Nelson | 2:18 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| Songbird | Eric Clapton, Willie Nelson | 2:55 | |
| Pontchartrain | Anders Osborne | 4:47 | |
| Into the Mystic - 2013 Remaster | Van Morrison | 3:25 | |
| Not A Dry Eye In The House | Jeannie Seely, Willie Nelson | 3:47 | |
| Wrote A Song For Everyone | Mavis Staples | 3:47 | |
| No Time to Cry | Iris DeMent | 6:48 | |
| Green, Green Rocky Road | Dave Van Ronk | 3:42 | |
| Saving the Good Stuff for You | Richard Thompson | 3:54 | |
| Early Morning Rain | Gordon Lightfoot | 3:18 | |
| Heaven and Hell | Waylon Jennings, Willie Nelson | 1:38 | |
| It's My Lazy Day | Merle Haggard, Willie Nelson | 2:49 | |
| Willie and Nilli | Chuck Prophet | 3:48 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| (Looking For) The Heart Of Saturday Night | Tom Waits | 3:53 | |
| Calm Before the Storm | Eliza Gilkyson | 3:50 | |
| Pick Up the Tempo | Waylon Jennings, Willie Nelson | 2:34 | |
| Time To Move On | Tom Petty | 3:15 | |
| A Woman's Love | Willie Nelson | 3:21 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
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| I am a Child | Red Horse | 3:26 | |
| Heaven Help The Child | Bill Callahan | 5:07 | |
| Maybe California | Neal Casal | 4:34 | |
| When Will I Be Changed (feat. Bob Weir) | Josh Ritter, Bob Weir | 5:52 | |
| Something Blue | Alejandro Escovedo | 4:11 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Colorado | Stephen Stills | 2:52 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| Evening Gown | Alejandro Escovedo | 3:28 | |
| Darkest Hour | Bob Weir | 3:24 | |
| Camelot Motel | Mary Gauthier | 4:49 | |
| American Tune (feat. Paul Simon) | Willie Nelson, Paul Simon | 4:20 | |
| Help Me Make It Through the Night | Kris Kristofferson | 2:21 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| Learning to Lose (feat. Willie Nelson) | Margo Price, Willie Nelson | 6:19 | |
| Living with the Law | Chris Whitley | 3:41 | |
| Darkness On The Face Of The Earth | Willie Nelson | 2:33 | |
| To Be Without You | Ryan Adams | 3:21 | |
| Golden Bird | Levon Helm | 5:11 | |
| My Heart Is Broken | Ryan Adams & The Cardinals | 2:11 | |
| Summer's End | Nathaniel Rateliff, Courtney Marie Andrews | 3:38 | |
| Can't Find My Way Home | Ellen McIlwaine | 3:39 | |
| Let Your Loss Be Your Lesson | Robert Plant, Alison Krauss | 4:01 | |
| Prayer Without Words | Mary Gauthier | 6:09 | |
| I Just Can't Let You Say Good-Bye | Willie Nelson | 4:38 | |
| Soap Box Preacher | Robbie Robertson | 5:20 | |
| Through the Morning, Through the Night | Robert Plant, Alison Krauss | 4:00 | |
| Your Love Is My Rest | John Hiatt | 4:34 | |
