| Hey Little Darlin' | Zoe Muth | 3:30 | |
| Mandolin Wind | Amy Helm | 5:52 | |
| Who Knows | Kieran Kane, Rayna Gellert | 3:48 | |
| Pack up Your Sorrows | Loudon Wainwright III, Iris DeMent | 2:44 | |
| Paid My Dues (feat. Jack Ingram) | Bruce Robison, Jack Ingram | 3:22 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| The Whole of the Moon | The Travelin' McCourys | 4:42 | |
| Child of the Wind | Michaela Anne | 3:20 | |
| Midnight Train | David Rawlings | 3:18 | |
| Brokedown Palace | Shinyribs | 6:24 | |
| Music You Mighta Made | Gurf Morlix | 4:37 | |
| If I Could Make You My Own | Dori Freeman | 3:22 | |
| Trouble Looks Good on You | Amy Speace | 2:52 | |
| Talking To Myself | Justin Townes Earle | 2:54 | |
| Just Another Beautiful Girl | Andrew Duhon | 4:01 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| I Ain't Lookin' for No Trouble | Ray Benson | 4:02 | |
| The Carolinian | Chatham County Line | 3:59 | |
| If I Left You | Kelly Willis | 3:09 | |
| Down on Penny's Farm | Natalie Merchant | 3:43 | |
| Ain't Waitin' | Justin Townes Earle | 2:16 | |
| Unlock more with Songs Like X Pro |
| This Old Town | Skydiggers | 2:40 | |
| If You Don't Know Me (feat. Kelly Willis) | Eric Brace, Karl Straub, Kelly Willis | 1:33 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| 36 Cents | The Bacon Brothers | 4:24 | |
| Oh Set a Light | Chip Taylor, Carrie Rodriguez | 3:44 | |
| Thunder Road | Sara Watkins | 4:58 | |
| Never Say Never | Bruce Robison | 3:32 | |
| Lonesome Old River Blues | Dom Flemons | 2:42 | |
| You're Dreaming | The Cactus Blossoms | 3:25 | |
| Just for Tonight | Phoebe Hunt, The Gatherers | 3:29 | |
| If Tommy Duncan's Voice Was Booze | Brennen Leigh, Asleep At The Wheel | 3:16 | |
| Back Being Blue | Kelly Willis | 3:48 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Misery and Gin | Jaime Wyatt | 4:24 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| It's All Over Now, Baby Blue | The Seldom Scene | 3:20 | |
| Coast | Eliza Gilkyson | 3:25 | |
| Shine On | May Erlewine | 4:46 | |
| That's What Makes You Strong | Jesse Winchester | 3:10 | |
| Forever Has Come To An End | Buddy & Julie Miller | 2:50 | |
| American Flowers | Birds of Chicago | 6:10 | |
| Wishbones | Slaid Cleaves | 3:27 | |
| Alright Alright | Birds of Chicago | 4:02 | |
| Just Outside Of Austin | Lukas Nelson and Promise of the Real | 4:44 | |
| No Place Like The Right Time | Donna The Buffalo | 4:22 | |
| Ring Them Bells | Sarah Jarosz | 3:30 | |
| The Mountain | Levon Helm | 3:35 | |
