| The Lonesome River (feat. Ralph Stanley) - with Ralph Stanley | Bob Dylan, Ralph Stanley | 3:03 | |
| Windfall - 2015 Remaster | Son Volt | 2:59 | |
| Walking Each Other Home | Mary Gauthier | 4:17 | |
| Milly's Café | Fred Eaglesmith | 5:28 | |
| Bear Creek Blues | John Prine | 4:45 | |
| Mama Bake a Pie (Daddy Kill a Chicken) | Drive-By Truckers | 3:19 | |
| My Favorite Picture Of You | Guy Clark | 3:32 | |
| These Blues | Eilen Jewell | 2:45 | |
| Rose from the Mountain | The Flatlanders | 2:49 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| Lincoln Town | John Hiatt | 4:03 | |
| This Will Be Our Year | Bruce Robison, Kelly Willis | 2:22 | |
| Taxes on the Farmer Feeds Us All | Ry Cooder | 3:56 | |
| Going To The Country | Bruce Cockburn | 3:16 | |
| Donald and Lydia | John Prine | 4:30 | |
| Cigarette Machine | Fred Eaglesmith | 4:31 | |
| Sweet Georgia | Malcolm Holcombe | 3:17 | |
| Truck Driving Man | New Riders of the Purple Sage | 6:24 | |
| King Cotton | The Secret Sisters | 3:12 | |
| Come Inside | Zoe Muth and the Lost High Rollers | 4:29 | |
| Knee Deep in the Wakarusa River | Chuck Mead | 3:29 | |
Unlock more with Songs Like X Pro |
| Mexican Home | John Prine | 4:36 | |
| Codeine | Jason Isbell and the 400 Unit | 5:44 | |
| Dusty Old Man | Tift Merritt | 3:47 | |
| Sixteen Angels Dancing 'Cross the Moon | Chip Taylor, John Prine | 3:18 | |
| Me and Bobby McGee | Gordon Lightfoot | 3:46 | |
| Hasten Down the Wind | Warren Zevon | 2:32 | |
| I'm a Little Mixed Up | Eilen Jewell | 3:01 | |
| Must Be the Whiskey | Chip Taylor, Carrie Rodriguez | 3:59 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
| Down in My Hometown | The Flatlanders | 2:45 | |
| Dear John (I Sent Your Saddle Home) | John Prine | 2:25 | |
| Barbara's Song | Ian Noe | 3:25 | |
| The War After the War | Mary Gauthier | 3:44 | |
| Adios Maria | The Cactus Blossoms | 4:09 | |
| Trouble Over Me | Tift Merritt | 5:08 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Beaumont | Hayes Carll | 3:27 | |
| Gallo Del Cielo | Joe Ely | 7:03 | |
| Big Things | Ted Hawkins | 2:42 | |
| The Pugilist At 59 | Tom Russell | 4:29 | |
| Gone Gone Gone (Done Moved On) | Robert Plant, Alison Krauss | 3:32 | |
| I Am Your Tambourine | Tift Merritt | 3:44 | |
| West Texas Waltz | Joe Ely | 4:55 | |
| Are You Sure Hank Done It This Time | Leftover Salmon | 3:40 | |
| Church St. Blues | Norman Blake | 2:55 | |
| Heart A Mine | Blackie & The Rodeo Kings, Mary Margaret O'Hara | 3:56 | |
| The Weight - Remastered 2000 | The Band | 4:34 | |
| Two More Bottles Of Wine | Delbert McClinton | 3:01 | |