| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| Only One And Only - Alternate Version | Gillian Welch | 4:20 | |
| How Tall the Glass | Kristina Murray | 2:40 | |
| Tell Me A Story | Po' Girl | 3:13 | |
| Barbershop Blue | Mirabelle Defoe | 3:16 | |
| Crash on the Highway | Hurray For The Riff Raff | 2:45 | |
| The Hardest Thing | Cary Ann Hearst | 3:50 | |
| Blow Me a Kiss | Blackie & The Rodeo Kings | 3:12 | |
| First Air of Autumn | Drive-By Truckers | 3:30 | |
| Ern & Zorry's Sneakin' Bitin' Dog | Dori Freeman | 2:10 | |
| Rock Salt and Nails | Willie Watson | 3:47 | |
| Basil Gone to Blossom | Caitlin Canty | 3:07 | |
| Open Up | Chris Smither | 2:55 | |
| Beauty Way | Eliza Gilkyson | 3:02 | |
| Midnight Train | David Rawlings | 3:18 | |
| Stitch In Time | Pharis & Jason Romero | 3:51 | |
| Grave Angels | Joe Henry | 5:31 | |
| Picture Cards | Blaze Foley & the Beaver Valley Boys | 4:13 | |
| New Mexico | Zoe Muth and the Lost High Rollers | 7:11 | |
| Runnin' | Leah Blevins | 3:57 | |
| I'll Trade You Money for Wine | Robbie Fulks | 4:33 | |
| Unlock more with Songs Like X Pro |
| Simple Gearle | Stacey Earle | 2:30 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| Blue and Wonder | Richard Buckner | 3:47 | |
| Atlantic City | Dawn Landes, The Kentuckians | 3:44 | |
| Working on the Highway | Blitzen Trapper | 3:05 | |
| Oyster and Pearl | Amy Ray, Phil Cook, Brad Cook, Justin Vernon | 4:00 | |
| Highway One | Hollis Brown, Nikki Lane | 3:34 | |
| Knee Deep in the Wakarusa River | Chuck Mead | 3:29 | |
| Far From Home | Western Centuries | 3:52 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| Coming Home to You | Nikki Lane | 2:36 | |
| Driving in the Dark | Mariel Buckley | 3:40 | |
| Each Season | Nora Jane Struthers | 3:48 | |
| Pale Fire | Amanda Shires | 3:16 | |
| Three Thousand Miles | Corin Raymond | 4:17 | |
| Let's Leave This Town | Chip Taylor, Carrie Rodriguez | 3:23 | |
| Cryin' Yet | Fred Eaglesmith | 3:05 | |
| No Rust on My Spade | Otis Gibbs | 4:17 | |
| Miner's Refrain | Gillian Welch | 3:56 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| Monster Truck | Ramsay Midwood | 3:30 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| River Jordan | The Secret Sisters | 3:17 | |
| Troubles | Tara Nevins | 4:03 | |
| High On A Mountain | Ollabelle | 3:19 | |
| Another Free Woman | Blackie & The Rodeo Kings, Sara Watkins | 3:30 | |
| Virginia, No One Can Warn You | Tift Merritt | 4:23 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
