| Mighty Lonesome Man | James Hand | 2:31 | |
| Live Real Lean | Sad Daddy | 3:07 | |
| Life Of A Texas Man | Blaze Foley | 3:43 | |
| I'm Tellin' You (feat. Holly Williams) | John Prine, Holly Williams | 1:50 | |
| The Highway Callin' | Fred Eaglesmith | 4:34 | |
| Wonderful Things | John Wort Hannam | 2:59 | |
| Been On the Rocks | Caleb Klauder | 2:18 | |
| Best Female Actress | Junior Sisk | 2:39 | |
| Porter Wagner (Aka The Silvertone Song) | Adam Carroll | 3:07 | |
| Callin' Me (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 2:47 | |
| South Of Lonesome | Hacienda Brothers | 2:37 | |
| My Ol' Radio | Malcolm Holcombe | 2:33 | |
| Take This Hammer (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:59 | |
| West Virginia Line | The Hillbilly Gypsies | 2:41 | |
| Fall Like A Man | Caleb Klauder | 3:02 | |
| Tis Sweet To Be Remembered | Mac Wiseman, Alison Krauss | 3:09 | |
| Philosophers and Fools | Western Centuries | 3:12 | |
| I Just Lived a Country Song | Robbie Fulks, Linda Gail Lewis | 4:10 | |
| Milwaukee Here I Come (feat. Melba Montgomery) | John Prine, Melba Montgomery | 2:21 | |
| Longing for a Home | Foghorn Stringband | 3:20 | |
| Blue Ridge Blood (feat. Buddy Miller) | Chelle Rose, Buddy Miller | 2:56 | |
| Unlock more with Songs Like X Pro |
| Walkin Boss | The Weary Boys | 2:19 | |
| Won't You Come and Sing for Me? - 2021 Remaster | Hazel Dickens, Alice Gerrard | 2:45 | |
| Double or Nothing | Western Centuries | 4:03 | |
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | |
| Blue Eyed Girl | Pat Reedy | 2:07 | |
| My Bucket's Got a Hole in It | Chip Taylor, Carrie Rodriguez | 2:32 | |
| What Do You Do When You're Lonesome | Justin Townes Earle | 3:32 | |
| Walking In The Blueridge | Junior Sisk, Ramblers Choice | 3:06 | |
| I Don't Know Anybody in This Town | Greg Brown | 3:27 | |
| Only the Lonely | Foghorn Stringband | 3:47 | |
| Greasy Dollar | David Childers | 3:46 | |
| Last Resort | Jim Lauderdale, The Po' Ramblin' Boys | 2:49 | |
| That Was Then | Pat Reedy | 2:21 | |
| Sow 'Em On The Mountain | Foghorn Stringband | 4:37 | |
| I Can't Let Go (Even Though I Set You Free) | Zephaniah OHora | 3:32 | |
| Oklahoma Hills | Hot Club Of Cowtown | 3:14 | |
| In My Heart I Love You Yet | Caleb Klauder | 2:51 | |
| These Blues | Eilen Jewell | 2:45 | |
| There Goes My Love | Caleb Klauder, Reeb Willms | 3:00 | |
| A Few Old Memories | Hazel Dickens | 4:11 | |
| Till The End Of The World Rolls ‘Round | The Earls Of Leicester | 2:36 | |
| Banks Of The Brazos | James Hand | 2:06 | |
| Don't Think Twice | The Rice Brothers | 2:52 | |
| Worried Man Blues | Don Reno, Bill Harrell, The Tennessee Cut-Ups | 2:07 | |
| My Suitcase Is Always Packed | Red Stick Ramblers | 2:38 | |
| Shadows Where The Magic Was | James Hand | 4:17 | |
| True Life Blues | Laurie Lewis, Kathy Kallick | 2:48 | |
| My Better Years | The Johnson Mountain Boys | 3:24 | |
