| Blue and Wonder | Richard Buckner | 3:47 | |
| Across the Great Divide | Kate Wolf | 4:14 | |
| Dogsong aka Sleep Dog Lullaby | The Be Good Tanyas | 4:48 | |
| Steal Your Heart Away | Watkins Family Hour, Sara Watkins, Sean Watkins | 2:45 | |
| Color of a Lonely Heart Is Blue | Old 97's | 5:51 | |
| Ain't Too Good at Losing | Dylan LeBlanc | 4:10 | |
| The Sea & the Shore (feat. John Fullbright) | Amy Speace, John Fullbright | 4:14 | |
| I'm Doing Fine | Colin Hay | 4:59 | |
| Goin' Down to Laurel | Steve Forbert | 5:00 | |
| Won't Be the Last Time | Justin Townes Earle | 3:11 | |
| Hard Times In Babylon | Eliza Gilkyson | 4:05 | |
| All of Your Stories | Jesse Winchester | 2:33 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Boulevard Of Broken Dreams | Bill Bourne | 3:25 | |
| Blue River | Eric Andersen | 4:45 | |
| Dandelion Wine | Ron Sexsmith | 3:29 | |
| Downbound Train | Joe Pug | 4:05 | |
| Human Thing | The Be Good Tanyas | 4:08 | |
| Come Back Little Star | Patterson Hood | 5:01 | |
| My Favorite Picture of You | Guy Clark | 3:32 | |
| It's Not Happening | The Be Good Tanyas | 2:41 | |
| Unlock more with Songs Like X Pro |
| Lost Love | Jeff Tweedy | 2:28 | |
| Feeling of Beauty | Tift Merritt | 4:01 | |
| Green, Green Rocky Road | Dave Van Ronk | 3:42 | |
| Worried Mind | Eilen Jewell | 3:15 | |
| Down on the Lower East Side | Justin Townes Earle | 3:06 | |
| Scattered Leaves | The Be Good Tanyas | 4:44 | |
| Boots of Spanish Leather | Nanci Griffith | 5:17 | |
| Mr. Guilty | Loudon Wainwright III | 3:25 | |
| Bird On the Wire | Tim Hardin | 5:27 | |
| Santa Fe | Eilen Jewell | 4:32 | |
| Our Town | Iris DeMent | 5:00 | |
| When You Walk On | Eliza Gilkyson | 3:19 | |
| Different When It Comes To You | Bruce Cockburn | 2:57 | |
| Rain Roll In | Eilen Jewell | 2:47 | |
| The Weekend | Dave Rawlings Machine | 5:29 | |
| Simple Twist of Fate | Jeff Tweedy | 3:43 | |
| A Whiter Shade of Pale | Dan Reeder | 3:36 | |
| Wild Horses | The Flying Burrito Brothers | 6:20 | |
| Danny’s Song | Tift Merritt | 2:08 | |
| You Can't Fail Me Now | Loudon Wainwright III | 3:45 | |
| Laid A Highway | Tift Merritt | 3:53 | |
| Hoping Machine | Jay Farrar, Will Johnson, Anders Parker, Yim Yames | 4:52 | |
| One Man Guy | Loudon Wainwright III | 4:15 | |
| I Wish It Was Over | Teddy Thompson | 2:35 | |
| Iowa - Acoustic Revisited Version | Dar Williams, Gary Louris, Sara Watkins, Sean Watkins, Mary Chapin Carpenter, Motherlode | 4:56 | |
| Through the Morning, Through the Night | Robert Plant, Alison Krauss | 4:00 | |
| Ariel Ramirez | Richard Buckner | 2:17 | |
| Mixtape | Tift Merritt | 3:18 | |
