| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Darling Cora | Nora Brown | 4:37 | |
| Undone in Sorrow | Ola Belle Reed, Bud Reed, John Coffey | 3:20 | |
| The Man from Waco | Charley Crockett | 3:45 | |
| Our Town | Iris DeMent | 5:00 | |
| Down in a Willow Garden | The Kossoy Sisters | 2:34 | |
| Mr. Bojangles | Jerry Jeff Walker | 5:28 | |
| Katie | Fred Eaglesmith | 3:42 | |
| Willin' | Little Feat | 2:54 | |
| Rudee Down in New Orleans | Blaze Foley | 2:07 | |
| I'll Fly Away | The Kossoy Sisters | 2:32 | |
| Change Your Ways or Die | The Cactus Blossoms | 3:25 | |
| Devil's Daughter | Kacy & Clayton, Marlon Williams | 2:13 | |
| Banjo Moon | Greg Brown | 7:10 | |
| Box Canyon | Jackson C. Frank | 3:04 | |
| Sally! | The Felice Brothers | 1:30 | |
| First Girl I Loved | John Hartford | 4:35 | |
| Colorado Girl | Townes Van Zandt | 3:18 | |
| I Hear Them All | Old Crow Medicine Show | 3:03 | |
| High on the Mountain | Ola Belle Reed, David Reed | 3:06 | |
| Sandusky | Uncle Tupelo | 3:43 | |
| Unlock more with Songs Like X Pro |
| This Morning' I Was Born Again | Sam Doores, Riley Downing, The Tumbleweeds | 4:32 | |
| Leave The Light On | Chris Smither | 3:47 | |
| Fare Thee Well, Miss Carousel | Townes Van Zandt | 5:22 | |
| Pussy Heaven | Dan Reeder | 2:45 | |
| To Beat the Devil | Kris Kristofferson | 4:41 | |
| Big Cheeseburgers & Good French Fries | Blaze Foley | 2:14 | |
| Train Song | Watchhouse | 2:02 | |
| I Must Be Somebody Else You've Known | The International Submarine Band | 2:20 | |
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| Plastic Jesus | Tia Blake | 2:33 | |
| Psycho | Eddie Noack | 3:36 | |
| OK Do Stuff | Chris Acker | 1:48 | |
| Buddy | Willie Nelson | 2:15 | |
| Let the Mystery Be | Iris DeMent | 2:46 | |
| So Much Wine | The Handsome Family | 3:48 | |
| I Got Found | Sam Doores, Riley Downing, The Tumbleweeds | 3:37 | |
| South Dakota Wild One | The Deslondes, Riley Downing | 3:23 | |
| Roads We Wander | Sabine McCalla | 1:45 | |
| Old Ties and Companions | Watchhouse | 3:08 | |
| At Your Window | Trampled by Turtles | 3:24 | |
| Help Me Scrape the Mucus off My Brain | Ween | 2:45 | |
| Let Me Ride in Your Big Cadillac | Blaze Foley | 2:41 | |
| Hog Of The Forsaken | Michael Hurley | 3:35 | |
| Sunflower River Blues - Re-Recorded Version | John Fahey | 3:20 | |
| From The Morning | Nick Drake | 2:30 | |
| Come Back Baby | Dave Van Ronk | 3:49 | |
| Space And Time | S.G. Goodman | 4:32 | |
| So You Say | Michael Hurley | 3:25 | |
