| Silver Lining | Carl Anderson | 2:30 | |
| Look Out Mama | Hurray For The Riff Raff | 3:25 | |
| One More Night In Brooklyn | Justin Townes Earle | 3:04 | |
| Only One and Only | Gillian Welch | 5:33 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| Oh Susanna | The Be Good Tanyas | 4:20 | |
| To Be Young (Is To Be Sad, Is To Be High) | Dave Rawlings Machine | 3:48 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Didn't Leave Nobody but the Baby | Carey Mulligan, Gillian Welch, Rhiannon Giddens | 2:06 | |
| Red Dog Tracks | Chip Taylor, Carrie Rodriguez | 4:47 | |
| Just Like Tom Thumb's Blues | The Handsome Family | 5:39 | |
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Just Before the Moment | Daniel Romano | 4:14 | |
| Only Always | Nicki Bluhm and the Gramblers | 3:19 | |
| Don't Speak in English | Chip Taylor, Carrie Rodriguez | 4:01 | |
| Railroad Bill | Billy Bragg, Joe Henry | 2:49 | |
| If I Need You | Karl Blau | 3:54 | |
| People Get Old | Lori McKenna | 3:42 | |
| Old Shoes | Tom Waits | 4:25 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
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| Onto You | Caitlin Canty | 3:30 | |
| Goodnight Rhonda Lee | Nicole Atkins | 2:33 | |
| Leaving Louisiana in the Broad Daylight | Rodney Crowell | 3:24 | |
| Blue Ridge Mountain | Hurray For The Riff Raff | 2:33 | |
| Christchurch Woman | Justin Townes Earle | 4:11 | |
| Ginseng Sullivan | Gillian Welch, David Rawlings | 3:43 | |
| I Got a Pig in a Pen | Ralph Stanley, Gillian Welch, Dave Rawlings | 1:58 | |
| Waymore's Blues | J.J. Cale | 2:39 | |
| Still Feeling Blue - 2002 Remaster | Gram Parsons | 2:43 | |
| Emerald Street | Eliza Gilkyson | 3:45 | |
| I Can't Help It (if I'm Still in Love With You) | Chip Taylor, Carrie Rodriguez | 3:25 | |
| Nobody Knows You When You're Down And Out | Jason Isbell, Preservation Hall Jazz Band | 4:10 | |
| Angeline | James McMurtry | 4:04 | |
| Oh, Mama | Aoife O'Donovan | 4:18 | |
| Annabelle - Alternate Version | Gillian Welch | 3:55 | |
| Lost John Dean | Kieran Kane, Kevin Welch, Fats Kaplin | 3:26 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Hard Times | Gillian Welch | 4:52 | |
| The Way I Love Her | Bap Kennedy | 3:30 | |
| Alright Alright | Birds of Chicago | 4:02 | |
| Butterfly (feat. David Rawlings & Gillian Welch) | Barry Gibb, Gillian Welch, David Rawlings | 3:43 | |
| The Way It Will Be - Live From Jills Veranda / 2015 | Jills Veranda, Gillian Welch | 5:35 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| Long As I Can See The Light | Ted Hawkins | 3:13 | |
| Doin' What I Did | THe BAcksliders, Rhonda Vincent, Gillian Welch, Sara Evans, Bonnie Bramlett, The Blazers, Pete Drodge | 3:26 | |
| The Bramble And The Rose | Mary McCaslin, Jim Ringer | 3:18 | |