| Sunny Side Of The Mountain | Jimmy Martin | 2:40 | |
| On the Banks of the Ohio | Bill Monroe | 3:28 | |
| Kentucky | The Everly Brothers | 3:11 | |
| Old Shoes | Tom Waits | 4:25 | |
| Tennessee Blues | Bobby Charles | 5:29 | |
| Oh Soul | Mary Gauthier | 5:26 | |
| Bottle of Wine | Tom Paxton | 2:22 | |
| Just Like That (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:30 | |
| Blue Moon of Kentucky | Bill Monroe & His Blue Grass Boys | 3:00 | |
| Take Me To The Mountains | Del McCoury | 3:19 | |
| Circle Song | Roger McGuinn | 3:03 | |
| Down to Seeds and Stems Again | Bill Kirchen | 4:02 | |
| River Song | Tom Rush | 3:56 | |
| The Last Thing On My Mind | Doc & Merle Watson | 3:22 | |
| 500 Miles Away from Home | Kruger Brothers, Del McCoury | 3:42 | |
| Free Born Man | Jimmy Martin | 4:50 | |
| Hillbilly Blue (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 3:11 | |
| Man of Constant Sorrow | Ralph Stanley | 2:49 | |
| Needed Time | Eric Bibb | 5:17 | |
| Lincoln Town | John Hiatt | 4:03 | |
| Rock Island Line | Billy Bragg, Joe Henry | 2:55 | |
| Unlock more with Songs Like X Pro |
| Freak Flag | Greg Brown | 4:19 | |
| If I Needed You | Doc & Merle Watson | 2:36 | |
| Poor Ellen Smith | The Country Gentlemen | 2:16 | |
| Tecumseh Valley | Jason Isbell, Elizabeth Cook | 4:40 | |
| Boat in the Water | Tom Paxton | 3:02 | |
| I'd Jump the Mississippi | Caleb Klauder, Reeb Willms | 2:51 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| East of Eden | Tom Rush | 3:29 | |
| I Don't Know That Guy | Greg Brown | 4:49 | |
| 10 Degrees & Getting Colder | Gordon Lightfoot | 2:42 | |
| Home From The Forest | Tony Rice Unit | 4:19 | |
| Bottle Of Wine | Doc & Merle Watson | 2:06 | |
| Closer Still | Tish Hinojosa | 4:01 | |
| Cold & Bitter Tears | Ted Hawkins | 2:14 | |
| Streets Of London | Tony Rice | 4:00 | |
| Close The Door Lightly When You Go | Eric Andersen | 3:30 | |
| Pastures Of Plenty | Woody Guthrie | 2:24 | |
| I Love It When She Lies | Greg Trooper | 3:32 | |
| Old Home Place | J.D. Crowe & The New South | 2:48 | |
| Wayward Wind | Mary McCaslin | 3:29 | |
| Nellie Kane | Hot Rize | 2:58 | |
| Poor Boy's Delight | The Infamous Stringdusters | 4:07 | |
| Blue Moon Of Kentucky | Bill Monroe & His Blue Grass Boys | 2:06 | |
| Say It's Not You | George Jones, Keith Richards | 2:59 | |
| When Sinatra Played Juarez | Tom Russell | 3:37 | |
| For Lovin' Me | Gordon Lightfoot | 2:27 | |
| A Beautiful Life | The Kentucky Colonels | 1:59 | |
| Just Say She's A Rhymer | Mary Gauthier | 4:17 | |
