| God Willin' & the Creek Don't Rise (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 3:09 | |
| Never Been a Captain | The Barr Brothers | 4:41 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| Silver Light | Trampled by Turtles | 4:24 | |
| 16, Maybe Less | Calexico, Iron & Wine | 4:49 | |
| Million Dollar Bill | Middle Brother, John McCauley, Matthew Vasquez, Taylor Goldsmith | 4:03 | |
| Ship Out On The Sea | The Be Good Tanyas | 4:17 | |
| Honest Life | Courtney Marie Andrews | 4:14 | |
| Lucky Ones | Israel Nash | 3:55 | |
| Anathea | The Deep Dark Woods | 3:26 | |
| Banshee Moan | Shannon McNally | 4:01 | |
| Bird on Broken Wing | The Felice Brothers | 5:14 | |
| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| He Told Her the City Was Killing Him | The Delines | 4:11 | |
| Flagship | Jason Isbell | 3:50 | |
| Woman at the Well | Israel Nash | 4:35 | |
| Unsophisticated Heart | Joe Pug | 3:06 | |
| When Will I Be Changed (feat. Bob Weir) | Josh Ritter, Bob Weir | 5:52 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| Still Trying | Nathaniel Rateliff | 4:09 | |
| Roll Julia | The Deep Dark Woods | 3:03 | |
| Unlock more with Songs Like X Pro |
| Hey Stranger | Watchhouse | 3:27 | |
| Miss Ohio | Craig Cardiff | 4:25 | |
| Love the Way You Walk Away | Blitzen Trapper | 3:40 | |
| Northern Air | Elliott BROOD | 5:08 | |
| Sleeper | Greg Brown | 4:29 | |
| Just As The Tide Was Flowing - Live Session, Huichica Music Festival, 2018 | Jam in the Van, The Deep Dark Woods | 3:19 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| Clip Your Wings | The Dead Tongues | 3:13 | |
| Wichita Ain't so Far Away | The Delines | 2:31 | |
| Minnesota, Mend Me | The Lowest Pair | 4:02 | |
| Hard On You | Daniel Romano | 3:27 | |
| Highland Grace | Hiss Golden Messenger | 5:58 | |
| I Still Love You (Now and Then) | Josh Ritter | 4:53 | |
| Playing Old Games | Erin Rae, Pete Lindberg | 3:29 | |
| I'm Moving On | Dylan LeBlanc | 3:22 | |
| Slow Surprise | Chris Smither | 3:42 | |
| Call It What You Will | Joe Pug | 2:56 | |
| Four Winds | Israel Nash | 3:45 | |
| I've Got a Name for the Newborn Child | Hiss Golden Messenger | 3:12 | |
| A Long, Cold Night in Minneapolis | Dead Man Winter | 3:21 | |
| A New Love (Can Be Found) | Daniel Romano | 3:33 | |
| The Ballad of Frank Dupree | The Deep Dark Woods | 7:28 | |
| The Maker | Willie Nelson | 5:08 | |
| Dancing With The Women At The Bar | Whiskeytown | 4:38 | |
| Duncan And Jimmy | The New Basement Tapes | 4:09 | |
| The Banks of the Leopold Canal | The Deep Dark Woods | 6:08 | |
| No Way Out Of Here | Iron & Wine, Ben Bridwell | 4:38 | |
| The Whistle Is Blowing | The New Basement Tapes | 5:16 | |
