| River Girl | Kelley Mickwee | 4:47 | |
| First Time in Years | Erik Koskinen | 3:52 | |
| Bye Bye Montreal | Amelia Curran | 2:46 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| A Petal Here, a Petal There | Dead Horses | 3:26 | |
| Saints And Simner | Sandra Larkin | 3:42 | |
| Misty Rays | AJ Lee & Blue Summit | 3:29 | |
| Cairo, Il | The Brother Brothers | 3:42 | |
| All Good Cowboys | Mercy Bell | 3:51 | |
| Long May You Run | Sarah Jane Scouten, The Paperboys | 3:57 | |
| Belly of the Beast | Watchhouse | 3:15 | |
| My Love for You Will Not Fade | Caitlin Canty | 3:52 | |
| Traveling Alone | Tift Merritt | 4:44 | |
| Light As a Fire | The Stray Birds | 3:26 | |
| One Foot in the Grave | Kieran Kane, Rayna Gellert | 3:00 | |
| Captain's Song (Sorley Boy) | The Orphan Brigade, John Prine | 3:11 | |
| Wildflowers in the Graveyard | Amber Rubarth | 3:00 | |
| Rounder | Watchhouse | 3:46 | |
| Big Year | Amanda Anne Platt & the Honeycutters | 4:40 | |
| Danny's Song | Nicki Bluhm | 4:02 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| Unlock more with Songs Like X Pro |
| I Could've Been Your Lover Too | Rachel Baiman | 3:09 | |
| Something To Hold Onto | The Small Glories | 3:56 | |
| Truckers and Troubadours | Mary Gauthier | 3:47 | |
| Saint Sebastian | Amanda Anne Platt & the Honeycutters | 4:35 | |
| Dry Town | Della Mae | 2:42 | |
| Come Home | Chatham Rabbits | 4:39 | |
| Color of the Blues (feat. Susan Tedeschi) | John Prine, Susan Tedeschi | 2:54 | |
| Odds of Getting Even | Caitlin Canty | 3:15 | |
| You Can't Be High | The Small Glories | 3:47 | |
| Eliza Jane | Eliza Gilkyson | 4:02 | |
| Reverie | Amanda Anne Platt & the Honeycutters | 3:39 | |
| Old Good Friend - Bonus Track | Jeffrey Martin | 3:37 | |
| All I Ever Wanted | Dori Freeman | 3:41 | |
| On the Ropes | The Honeycutters | 3:15 | |
| Miles Away | Roseanne Reid | 2:24 | |
| Never Tire of the Road | Rachel Baiman | 3:45 | |
| Stop Draggin' My Heart Around | Molly Tuttle, Nathaniel Rateliff | 3:56 | |
| You Got Me | William Prince | 3:33 | |
| Hey Stranger | Watchhouse | 3:27 | |
| Promised Land | Andrew Duhon | 3:08 | |
| Fool's Errand | Peter Mulvey | 3:49 | |
| Homeless (feat. Michael Rose) | Parker Millsap, Michael Rose | 3:12 | |
| Debtors' Prison | Dustbowl Revival | 4:53 | |
| Nebraska - Acoustic | Aoife O'Donovan | 3:48 | |
| Motel | Caitlin Canty | 3:04 | |
| Helpless | Molly Tuttle, Old Crow Medicine Show | 4:25 | |
| Bourbon Hound | Della Mae, Molly Tuttle, Avril Smith | 3:11 | |
| Alright Alright | Birds of Chicago | 4:02 | |
