| Crop Comes In | Chatham County Line | 4:23 | |
| Old Friends | Chuck Prophet | 3:56 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| Lay My Lily Down | Bob Weir | 3:57 | |
| Across The River | Alejandro Escovedo | 5:20 | |
| Blue River | Rick Danko, Eric Andersen, Jonas Fjeld | 4:48 | |
| Willie and Nilli | Chuck Prophet | 3:48 | |
| Stardust | Willie Nelson | 3:50 | |
| Dog | Charlie Parr | 3:59 | |
| The Asp and the Albatross | Freakwater | 3:10 | |
| Worried Mind | Eilen Jewell | 3:15 | |
| Accidentally Like a Martyr - 2007 Remaster | Warren Zevon | 3:42 | |
| The Silver Tongued Devil and I | Kris Kristofferson | 4:17 | |
| Trouble | Little Feat | 2:17 | |
| Early Morning Rain | Gordon Lightfoot | 3:18 | |
| In the Garden | Van Morrison | 5:47 | |
| If I've Only One Time Askin' | Daniel Romano | 2:54 | |
| Forgive Me Annabelle | Rodney Crowell | 4:10 | |
| The Pilgrim, Chapter 33 | Kris Kristofferson | 3:09 | |
| Frank's Tavern | Calexico | 4:28 | |
| I Am the Big Easy | Ray Bonneville | 4:37 | |
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| Got Your Six | Mary Gauthier | 2:38 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Sound of Your Memory | Lukas Nelson and Promise of the Real | 5:18 | |
| Heaven Help The Child | Bill Callahan | 5:07 | |
| Saving the Good Stuff for You | Richard Thompson | 3:54 | |
| The Dreaming Dead | Jesse Sykes & The Sweet Hereafter | 6:03 | |
| Graveyard Fields | The Dead Tongues | 3:45 | |
| Dogsong aka Sleep Dog Lullaby | The Be Good Tanyas | 4:48 | |
| The Oil Rigs at Night | The Delines | 4:23 | |
| Different When It Comes To You | Bruce Cockburn | 2:57 | |
| Cowboys Are Frequently Secretly Fond Of Each Other | Orville Peck, Willie Nelson | 3:38 | |
| Ain't Gonna Worry No More | Peter Case | 6:14 | |
| She - 2002 Remaster | Gram Parsons | 5:01 | |
| Astral Weeks - 1999 Remaster | Van Morrison | 7:06 | |
| Let Your Loss Be Your Lesson | Robert Plant, Alison Krauss | 4:01 | |
| I Wish It Would Rain | Rodney Crowell | 3:28 | |
| Sister Lost Soul | Alejandro Escovedo | 4:16 | |
| Everywhere I Go | Willie Nelson | 3:50 | |
| El Camino Reprise | Amos Lee, Willie Nelson | 4:14 | |
| Suit Of Lights | Alejandro Escovedo | 4:25 | |
| Save Some Time To Dream | John Mellencamp | 4:30 | |
| Persuasion | Richard Thompson, Teddy Thompson | 4:38 | |
| Your Long Journey | Robert Plant, Alison Krauss | 3:54 | |
| Satan Your Kingdom Must Come Down | Willie Nelson | 3:19 | |
| Bottom Of The World | Alejandro Escovedo | 3:04 | |
| Darkness On The Face Of The Earth | Willie Nelson | 2:33 | |
| Last Of The Hobo Kings | Mary Gauthier | 5:50 | |