| Roll Um Easy | Little Feat | 2:31 | ||
| Boots of Spanish Leather | Nanci Griffith | 5:17 | ||
| Don't Think Twice, It's All Right | Johnny Cash | 2:56 | ||
| The Midnight Special | Billy Bragg, Joe Henry | 3:34 | ||
| Blues in Heaven | Sam Doores, Riley Downing, The Tumbleweeds | 5:02 | ||
| Number Sixteen | The Flatlanders | 2:40 | ||
| Tonight I Think I'm Gonna Go Downtown | Jimmie Dale Gilmore | 2:54 | ||
| My Proud Mountains | Townes Van Zandt | 5:04 | ||
| I Hear Them All | Dave Rawlings Machine | 2:27 | ||
| Hasten Down the Wind | Warren Zevon | 2:32 | ||
| La Despedida (The Parting) | Terry Allen | 5:03 | ||
| Keep It Clean | Willie Watson | 3:35 | ||
| Canyoneers | Jake Xerxes Fussell | 4:33 | ||
| The Ballad of the Kingsmen | Todd Snider | 5:03 | ||
| Anyhow, I Love You | Guy Clark | 3:54 | ||
| Katie | Fred Eaglesmith | 3:42 | ||
| It's Too Easy | Dave Rawlings Machine | 3:08 | ||
| Mother Earth | Willie Watson | 3:36 | ||
| Star Girl | Jake Xerxes Fussell | 4:04 | ||
| Strange Country | Kacy & Clayton | 3:32 | ||
| Trucker Speed | Fred Eaglesmith | 5:11 | ||
| Unlock more with Songs Like X Pro | ||||
| First Girl I Loved | John Hartford | 4:35 | ||
| Rendezvous USA | Terry Allen | 2:45 | ||
| Tonight I Think I'm Gonna Go Downtown | The Flatlanders | 2:41 | ||
| Copper Canteen | James McMurtry | 4:37 | ||
| No Place to Fall | Townes Van Zandt | 3:11 | ||
| My Old Drunk Friend | Freakwater | 3:33 | ||
| Once I Was | Tim Buckley | 3:23 | ||
| Mexican Cowboy | Willie Watson | 3:53 | ||
| The Beautiful Waitress | Terry Allen | 5:37 | ||
| Low Down & Lonesome | Sam Doores, Riley Downing, The Tumbleweeds | 2:03 | ||
| Lone Pine Hill | Justin Townes Earle | 3:03 | ||
| Learnin' to Drown | Vincent Neil Emerson | 4:53 | ||
| Infamous Angel | Iris DeMent | 3:46 | ||
| Bluebird Wine | Rodney Crowell | 4:11 | ||
| Those Were (Could've Been) the Days | The Deslondes, Sam Doores | 2:29 | ||
| Canola Fields | James McMurtry | 4:49 | ||
| The Man Who Couldn't Cry | Loudon Wainwright III | 6:15 | ||
| Hobo's Lullaby | Woody Guthrie | 2:25 | ||
| For the Sake of the Song | Townes Van Zandt | 5:22 | ||
| Rise When the Rooster Crows | Nick Shoulders | 2:55 | ||
| Spanish Moss | Jackson C. Frank | 4:30 | ||
| I Must Be Somebody Else You've Known | The International Submarine Band | 2:20 | ||
| Leave The Light On | Chris Smither | 3:47 | ||
| Sittin On Top Of The World | Doc Watson | 2:39 | ||
| Blue Ridge Mountains | Townes Van Zandt | 2:10 | ||
| Boy From Oklahoma | Willis Alan Ramsey | 3:54 | ||
| Little Omie Wise | Doc Watson | 4:28 | ||
| Goodbye Old Missoula | Willis Alan Ramsey | 5:03 | ||
