| Lonely Time | Chris Smither | 3:22 | |
| Strong Enough | Molly Tuttle, Madison Cunningham | 3:17 | |
| Rosie | The Lowest Pair | 5:36 | |
| Landslide | Lucy Wainwright Roche, Suzzy Roche | 3:17 | |
| Boots of Spanish Leather | Nanci Griffith | 5:17 | |
| Pharmakon | Humbird | 2:35 | |
| Fish and Bird | Noam Pikelny, Aoife O'Donovan | 5:13 | |
| The Late John Garfield Blues | Sara Watkins | 4:06 | |
| Born at the Right Time | Mipso | 3:44 | |
| Old Mountain Line | Po' Girl | 2:10 | |
| The Blues Have Blown Away | Jill Andrews, Josh Oliver | 2:47 | |
| Like I Used To | AJ Lee & Blue Summit | 4:22 | |
| Where Will You Be | Sara Watkins | 3:41 | |
| Red Balloon | Alisa Amador | 2:40 | |
| Time Stands Still | Chris Smither | 3:45 | |
| Down in the Willow Garden | The Stray Birds | 2:57 | |
| Young In All The Wrong Ways | Sara Watkins | 4:18 | |
| Lakes of Pontchartrain (Recorded at Spotify Studios NYC) | Aoife O'Donovan | 3:54 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Rabbit In The Pea Patch | Joachim Cooder | 2:54 | |
| Living in the Mississippi Valley | Julian Lage & Chris Eldridge | 2:30 | |
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| Wildflowers in the Graveyard | Amber Rubarth | 3:00 | |
| Long Way | Antje Duvekot | 6:07 | |
| Time Has Told Me | Joan Shelley | 3:50 | |
| Maria | I Draw Slow | 3:07 | |
| Driving | Po' Girl | 3:48 | |
| Betting On Trains | Hem | 2:44 | |
| Blackbird on Fire | Amelia Curran | 2:46 | |
| Stay Awake | Sara Watkins | 2:12 | |
| Lovin' Eyes | Applewood Road, Aaron Lee Tasjan | 2:15 | |
| Like a Rolling Stone | Eddie Berman, Laura Marling | 6:35 | |
| Tired of This Life | Dawn Landes | 3:04 | |
| Shenandoah | Hannah Read, Michael Starkey | 3:56 | |
| I Could've Been Your Lover Too | Rachel Baiman | 3:09 | |
| To Ramona | Courtney Marie Andrews | 3:37 | |
| Odds of Getting Even | Caitlin Canty | 3:15 | |
| (Remember Me) I'm the One Who Loves You | Watkins Family Hour, Fiona Apple | 3:00 | |
| The Whiskey Wouldn't Let Me Pray (Acoustic) | Queen Esther | 2:55 | |
| Painted Blue | Sarah Jarosz | 4:21 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Kathy | Po' Girl | 4:17 | |
| Milk And Honey | Ondara, Madison Cunningham | 2:54 | |
| Come On Up To The House | Sarah Jarosz | 4:27 | |
| Jesus, Etc. | Puss N Boots | 4:11 | |
| Which Side Are You On? | S.G. Goodman | 1:54 | |
| Eve | Sarah Jarosz | 3:26 | |
| Ain't Life A Brook | Bill Morrissey, Greg Brown | 3:15 | |
| The West Was Burning | Martha Scanlan | 4:59 | |
| Orange and Blue | Sarah Jarosz | 3:37 | |