| Human Heart | Danny Burns, Tift Merritt | 3:00 | |
| River Song | Tom Rush | 3:56 | |
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | |
| Love, Love, Love | Vidar Vang, Tift Merritt | 4:06 | |
| New York City's Killing Me (with The Pariah Dogs) | Ray LaMontagne, The Pariah Dogs | 4:13 | |
| The Road | Amanda Anne Platt & the Honeycutters | 2:39 | |
| Hey Stranger | Watchhouse | 3:27 | |
| These Hills | Iris DeMent | 3:40 | |
| Put The Fire Out | Courtney Marie Andrews | 3:39 | |
| One Paper Kid | Two Dollar Pistols, Tift Merritt | 4:48 | |
| I Never | Caitlin Canty | 3:19 | |
| Railroad Man | The Stray Birds | 3:44 | |
| 2 Dollar Shoes | Rosie Thomas | 3:10 | |
| It Ain't Over Yet | Rodney Crowell, Rosanne Cash, John Paul White | 5:14 | |
| Angel from Montgomery - 2008 Remaster | Bonnie Raitt | 3:59 | |
| Worried Mind | Eilen Jewell | 3:15 | |
| I Had Something | Lucy Kaplansky | 4:16 | |
| Song Of The Wandering Aengus | Caroline Herring | 3:32 | |
| New Damnation Alley | Malcolm Holcombe, Iris DeMent | 4:20 | |
| The Raven's Sun | Catherine MacLellan | 3:18 | |
| Loretta | Aoife O'Donovan, Taylor Ashton | 2:28 | |
| Unlock more with Songs Like X Pro |
| All of My Memories | Kathleen Edwards | 4:56 | |
| For Free | Tift Merritt | 4:57 | |
| Humble & Kind | Lori McKenna | 4:03 | |
| Short Haired Woman Blues | Dave Rawlings Machine | 6:43 | |
| A Wanderer I'll Stay | Pharis & Jason Romero | 3:37 | |
| Melinda Down the Line | Ian Fitzgerald | 5:06 | |
| Desperado | Lucy Wainwright Roche, Suzzy Roche | 3:03 | |
| Whistle on Occasion (feat. Chuck Prophet) | Kim Richey, Chuck Prophet | 2:36 | |
| Heartache Is an Uphill Climb | Tift Merritt | 3:14 | |
| Love Will Win the War | Darden Smith | 3:54 | |
| I Don't Care Anymore | Rodney Crowell | 4:28 | |
| If I Were a Bluebird | Linda Thompson | 6:50 | |
| The Way It Goes | Gillian Welch | 4:01 | |
| How Quickly Your Heart Mends | Courtney Marie Andrews | 3:45 | |
| Don't You Fall | The Be Good Tanyas | 3:38 | |
| The Ransom | Madison Violet | 3:37 | |
| Blow It All Away | Eilen Jewell | 5:54 | |
| Poor Wayfaring Stranger | Natalie Merchant | 4:16 | |
| That's All Right | Dori Freeman | 3:18 | |
| Hymn #35 | Joe Pug | 3:11 | |
| Virginia, No One Can Warn You | Tift Merritt | 4:23 | |
| Ain't No Ash Will Burn | Della Mae | 4:17 | |
| To Ohio | Della Mae | 3:38 | |
| A Feather's Not A Bird | Rosanne Cash | 3:18 | |
| It's Not You, It's Me | The Little Willies | 2:43 | |
| Killing the Blues | Robert Plant, Alison Krauss | 4:15 | |
| Overland | I'm With Her, Sara Watkins, Sarah Jarosz, Aoife O'Donovan | 3:25 | |
| Take Me Back | Sarah Jarosz | 2:34 | |
