| Simple Man, Simple Dream | JD Souther | 1:44 | |
| Prayer in Open D | Shannon McNally | 3:55 | |
| Rainy Nights Are All the Same | Barbara Keith | 3:27 | |
| Ourselves to Know | Warren Zevon | 3:17 | |
| A Perfect World | Kate Campbell | 3:17 | |
| Wind and Sand | Eric Andersen | 4:28 | |
| Two Silver Hearts | Shake Russell | 3:30 | |
| Amelia Earhart's Last Flight | Plainsong | 4:05 | |
| I'm Looking for Blue Eyes | Shelby Lynne, Allison Moorer | 2:57 | |
| The Circle Game - Take One | Tom Rush | 5:34 | |
| Star of Bethlehem - 2016 Remaster | Neil Young | 2:42 | |
| Faithless Love | JD Souther | 3:29 | |
| Love in the Sweetest Amnesty | Chris Hillman | 3:43 | |
| Easy Does It | Roger McGuinn | 2:40 | |
| When the Nights Are Cold | Joe Ely | 2:53 | |
| King of Mexico | Bap Kennedy | 3:29 | |
| Southbound Train - Remastered Version | Graham Nash, David Crosby | 3:55 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Henry Antrim | Bap Kennedy | 3:08 | |
| Black Haired Boy | Shannon McNally | 3:13 | |
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| I Had Something | Lucy Kaplansky | 4:16 | |
| Biloxi | Tom Rush | 4:43 | |
| Please Stay | Warren Zevon | 3:34 | |
| Since You Went Away | Kris Delmhorst | 3:06 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| The Whole Night Sky | Bruce Cockburn | 3:54 | |
| Nothing Good Can Come from This | Amy Speace | 3:11 | |
| Rainy Day Man | Tom Rush | 3:05 | |
| Ramblin' Boy | Tom Paxton | 3:58 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| Mr. Blue | David Bromberg | 2:54 | |
| Doncha Miss That Water | Malcolm Holcombe | 2:45 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| This Morning I Am Born Again | Lucy Kaplansky | 3:06 | |
| Saving the Good Stuff for You | Richard Thompson | 3:54 | |
| My Remembrance of You | Diana Jones | 3:40 | |
| Sheila | Eric Andersen | 4:36 | |
| Let It Be Me | Mary McCaslin | 3:01 | |
| When I Cross Over | Tift Merritt | 6:32 | |
| Fishing With Bill | Bill Morrissey, Greg Brown | 4:32 | |
| Bramble Rose | Tift Merritt | 4:30 | |
| Howl At The Moon | Cheryl Wheeler | 3:27 | |
| Someday Darlin' | The Ozark Mountain Daredevils | 3:42 | |
| In The Real West | Tish Hinojosa | 2:48 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
| Till The Rivers All Run Dry | Pete Townshend, Ronnie Lane | 3:52 | |
| Trouble Over Me | Tift Merritt | 5:08 | |