| Brighter Than the Blues | Joan Shelley | 3:17 | |
| Big Cheeseburgers & Good French Fries | Blaze Foley | 2:14 | |
| Dear Someone | Gillian Welch | 3:14 | |
| Wilderness Within You (feat. Gillian Welch) | Parker Millsap, Gillian Welch | 4:00 | |
| I Love Leaving | Jonny Fritz | 3:26 | |
| Dark Eyes | Dawn Landes, Bonnie "Prince" Billy | 4:42 | |
| Spanish Moss | Jackson C. Frank | 4:30 | |
| Bodysnatchers | Dave Rawlings Machine | 5:56 | |
| Different Kind Of Gone | Mary Gauthier | 3:41 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Radio King | Golden Smog | 3:09 | |
| Clean Elvis | Dan Reeder | 2:44 | |
| Fond Farewell | Seth Avett & Jessica Lea Mayfield | 2:59 | |
| So Good | Peter Rowan Bluegrass Band, Gillian Welch, Dave Rawlings | 2:46 | |
| The Battle (feat. Ryan Adams) | Caitlin Cary, Ryan Adams | 3:00 | |
| Don't You Fall | The Be Good Tanyas | 3:38 | |
| Your Sweet and Shiny Eyes - 2008 Remaster | Bonnie Raitt | 2:47 | |
| Keep It Clean | Willie Watson | 3:35 | |
| Hands of Time | Margo Price | 6:09 | |
| Shake Sugaree | Elizabeth Cotten and Brenda Evans | 5:02 | |
| Dear Mary | Linda Thompson, Teddy Thompson, Kamila Thompson, Richard Thompson | 3:29 | |
| Unlock more with Songs Like X Pro |
| Boots of Spanish Leather | Nanci Griffith | 6:13 | |
| Star Girl | Jake Xerxes Fussell | 4:04 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Hard On You | Daniel Romano | 3:27 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Bird on Broken Wing | The Felice Brothers | 5:14 | |
| Dogwood | Terry Allen | 4:31 | |
| Winter's Come and Gone | Gillian Welch | 2:16 | |
| The Big Guns | Jenny Lewis, The Watson Twins | 2:34 | |
| I Drink | Mary Gauthier | 3:47 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| A Certain Kind Of Memory | Kacy & Clayton | 4:44 | |
| Man at the Mill | Jake Xerxes Fussell | 3:10 | |
| Steam Powered Aereo Plane | John Hartford | 3:43 | |
| Across the Great Divide | Nanci Griffith | 3:57 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Nobody Wants to Be You | Dan Reeder | 2:08 | |
| Here in California | Kate Wolf | 5:30 | |
| Groovy Little Things | Ted Hawkins | 3:29 | |
| I Drink | Mary Gauthier | 4:30 | |
| A Feather's Not A Bird | Rosanne Cash | 3:18 | |
| King Of California | Dave Alvin | 4:50 | |
| Sweet Lucy | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 4:06 | |
| The Way It Will Be - Live From Jills Veranda / 2015 | Jills Veranda, Gillian Welch | 5:35 | |
| Please Be With Me | Cowboy | 3:42 | |
| Down Where The Drunkards Roll | Richard & Linda Thompson | 4:06 | |
| Ladder Of Success | Ted Hawkins | 3:26 | |
| Dark End Of The Street | The Flying Burrito Brothers | 3:50 | |
