| Gunpowder | Patty Griffin | 4:22 | |
| Black Ribbons | Gretchen Peters | 4:56 | |
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | |
| Table For One | Courtney Marie Andrews | 3:59 | |
| I Been a Train | Ray Bonneville | 2:37 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Too Many Memories - (feat. Emmylou Harris) | Tom Rush | 3:42 | |
| Greatest Show on Earth | Gurf Morlix | 4:23 | |
| Duane Allman | Amy Ray, Susan Tedeschi | 2:51 | |
| Cigarettes & Truckstops | Lindi Ortega | 4:28 | |
| Strange Conversation | Kris Delmhorst | 3:36 | |
| The Matador | Gretchen Peters | 4:18 | |
| I Don't Wanna Disappear | Malcolm Holcombe, Iris DeMent | 3:53 | |
| The Shankill And The Falls | Bap Kennedy | 2:46 | |
| Atlantic City | Dawn Landes, The Kentuckians | 3:44 | |
| Pretty Girl | Diana Jones | 3:10 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Nobody Knew His Name | John Hiatt | 4:25 | |
| Series of Closin' Doors | Gurf Morlix | 4:33 | |
| If You Knew My Mind | Grayson Capps | 3:03 | |
Unlock more with Songs Like X Pro |
| Winter Winds Blow | Mickey Newbury | 5:05 | |
| Down On Our Own Shield | Jakob Dylan | 3:40 | |
| Take It Down | John Hiatt | 4:00 | |
| Low Rider | Shannon McNally | 2:53 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| Twelve Men Dead In Sago | Otis Gibbs | 2:38 | |
| Gettin' To Me | Rod Picott | 3:45 | |
| Down By The Henry Moore | Blackie & The Rodeo Kings | 4:02 | |
| Rollin' Home To Someone You Love | Steve Forbert | 3:04 | |
| Worth Dyin' For | Gurf Morlix | 4:42 | |
| Jerusalem Tomorrow | David Olney | 5:09 | |
| Carry My Tears Away | Harry Manx, Kevin Breit | 2:44 | |
| Two Time Loser | The Deep Dark Woods | 4:27 | |
| To Ramona | Lissie | 4:36 | |
| Drunk Girl | Fred Eaglesmith | 3:09 | |
| Simple Gearle | Stacey Earle | 2:30 | |
| They've Trapped Us Boys | Jakob Dylan | 4:01 | |
| 1959 | Gurf Morlix | 6:39 | |
| Borderline | Eliza Gilkyson | 2:42 | |
| The Most Unoriginal Sin | John Hiatt & The Goners | 4:15 | |
| Downbound Train | Joe Pug | 4:05 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | |
| The River Knows Your Name | John Hiatt | 4:25 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Black Sheep | Blackie & The Rodeo Kings, Serena Ryder | 5:28 | |
| Tonight Will Be Fine | Teddy Thompson | 3:36 | |
| Through the Morning, Through the Night | Robert Plant, Alison Krauss | 4:00 | |