| Trouble Looks Good on You | Amy Speace | 2:52 | |
| Mississippi You're On My Mind | Jesse Winchester | 3:26 | |
| Truth No. 2 | Laura Petersen and the Old Souls | 4:24 | |
| Pale Moon | Shannon McNally, Neal Casal | 4:39 | |
| I Give Myself to This | Carrie Newcomer | 4:42 | |
| Changing Ground | Gillian Welch | 2:25 | |
| To the Stars | Applewood Road, Amber Rubarth, Amy Speace, Emily Barker | 3:10 | |
| I Thought You Were Somebody Else | Mary Bragg | 3:16 | |
| The Pain of Loving You | Lula Wiles | 2:42 | |
| Custer | Steve Earle, The Milk Carton Kids | 2:58 | |
| I Still Cry About John Prine | Bryant Tench | 2:33 | |
| If I Had a Gun | Diana Jones | 3:41 | |
| Song Of The Wandering Aengus | Caroline Herring | 3:32 | |
| Whiskey and Tears | Lynne Hanson | 4:00 | |
| Bury Me Under the Weeping Willow | Natalie Merchant | 3:20 | |
| April Come She Will | Tracy Grammer | 2:06 | |
| Willow Tree | Diana Jones | 2:53 | |
| Every Pilgrim Needs a Highway | Craig Market, Thomm Jutz | 3:32 | |
| Hunter Moon | Amy Speace | 4:15 | |
| Like I Do | Dori Freeman | 3:55 | |
| Elizabeth Minnesota | Brennen Leigh | 4:04 | |
| Unlock more with Songs Like X Pro |
| Death in Arkansas | Eliza Gilkyson | 4:18 | |
| Why I Wake Early | Amy Speace | 3:46 | |
| Memphis In My Mind | Whitney Rose | 2:53 | |
| Just for Tonight | Phoebe Hunt, The Gatherers | 3:29 | |
| I Was An Oak Tree | Jonathan Byrd | 2:46 | |
| River Girl | Kelley Mickwee | 4:47 | |
| Fishin' with You | Carsie Blanton | 2:16 | |
| Thank You for the Love | Toni Price | 4:29 | |
| Deep Deep Hole | Robin Lee Berry | 5:33 | |
| Flycatcher Jack and the Whippoorwill's Song (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:01 | |
| Life is Fine | Tom Rush | 3:39 | |
| Applewood Road | Applewood Road, Amber Rubarth, Amy Speace, Emily Barker | 2:24 | |
| Nowhere, Baby | The Secret Sisters | 4:39 | |
| Shoulda Been Done | Kieran Kane, Rayna Gellert | 2:10 | |
| Mr. Crow | Annie & Rod Capps | 3:38 | |
| Swimming Song | Lucy Kaplansky | 3:01 | |
| Pretty Girls | Amy Speace | 4:09 | |
| Time Rolls By | Caitlin Canty | 3:35 | |
| Clean Getaway | Kieran Kane, Kevin Welch, Fats Kaplin | 2:50 | |
| Sparrow's Boogie | Amy Ray | 4:04 | |
| Had to Lose | Amy Speace | 3:26 | |
| Color Of Love | Birds of Chicago | 3:24 | |
| Slow New York | Richard Julian | 3:06 | |
| She's That Kind Of Mystery | Bill Morrissey | 3:29 | |
| Closer Still | Tish Hinojosa | 4:01 | |
| Oh, Sister [Feat. Courtney Marie Andrews] | Logan Ledger, Courtney Marie Andrews | 3:40 | |
| Farewell Tenderhearts | Birds of Chicago | 4:51 | |
| Shades Of Gray | Cry Cry Cry | 5:05 | |
