| Reuben Train | Frank Proffitt | 2:57 | |
| John Riley the Shepherd / Brushy Fork of John's Creek | Adam Hurt | 5:43 | |
| Liza Jane | Nora Brown, Blind Boy Paxton | 2:36 | |
| Johnson Boys (Version 2) | Wade Ward | 1:15 | |
| Last Cigarette | Paul Clayton | 2:03 | |
| Kentucky Bootlegger | The New Lost City Ramblers | 2:09 | |
| Down in a Willow Garden | The Kossoy Sisters | 2:34 | |
| Song to a Clown | Sam Shackleton | 2:52 | |
| Raleigh and Spencer/Dusty Miller | Tatiana Hargreaves, Danny Knicely, Emma Beaton, Mark Schatz | 4:05 | |
| Cluck Old Hen | Wade Ward | 1:13 | |
| Old Dog | Chris Coole | 2:39 | |
| Graveyard Blues | Roscoe Holcomb | 3:01 | |
| What Will We Do with the Baby O | The Kossoy Sisters | 1:46 | |
| Sugar Hill | Mary Z. Cox | 3:33 | |
| Pretty Polly | Coon Creek Girls | 2:48 | |
| No One Knows my Name | Nate Leath, Sarah Jarosz | 3:22 | |
| Railroad Bill | Blind Boy Paxton, NO | 4:47 | |
| Hungry Hash House | Charlie Poole | 3:25 | |
| Wild Bill Jones | Frank Proffitt | 3:27 | |
| Twinkle, Twinkle, Little Star | Snuffy Jenkins, Homer "Pappy" Sherrill | 1:18 | |
| Single Girl | The Kossoy Sisters | 2:16 | |
Unlock more with Songs Like X Pro |
| If the River Was Whiskey | Charlie Poole | 3:10 | |
| Little Maggie | Iron Mountain String Band | 3:10 | |
| I Am a Man of Constant Sorrow | Roscoe Holcomb | 3:00 | |
| Living The Right Life Now | Molly O'Day | 2:17 | |
| The Banks of the Arkansas / Wave the Ocean | Neil Morris | 1:58 | |
| Suicide Blues | Stringbean | 2:26 | |
| Ballad of Yana Farage | Josh Okeefe | 2:11 | |
| Bluegrass Banjo | Erik Darling, The Kossoy Sisters, Robin Roberts | 1:41 | |
| All over Now | Woody Pines | 3:05 | |
| Riding on That Train 45 | The New Lost City Ramblers | 2:21 | |
| Black Eye Susie | Roscoe Holcomb | 1:14 | |
| Papa's Billie Goat - Remastered | Uncle Dave Macon | 2:47 | |
| Pretty Saro | Hedy West | 3:40 | |
| Ride Old Buck To Water | Nate Leath, Danny Knicely, Tatiana Hargreaves, Mark Schatz, Sarah Jarosz, Eric Robertson | 2:41 | |
| Half Shaved | Wade Ward | 1:07 | |
| Where is My Sailor Boy? (What Does the Deep Sea Say?) | Bill Monroe and Doc Watson | 3:31 | |
| Up Jumped The Rabbit | The Georgia Potlickers | 2:40 | |
| Leatherwing Bat | Peggy Seeger | 2:11 | |
| Blaze Foley's 113th Wet Dream | Blaze Foley | 3:05 | |
| Femme Indigene | Lonesome Ace Stringband | 2:02 | |
| The Bird's Courting Song | Elizabeth LaPrelle | 1:09 | |
| Swanno Mountain | Roscoe Holcomb | 3:20 | |
| Milwaukee Blues | Charlie Poole | 3:18 | |
| The Yablonski Murder | Hazel Dickens | 2:57 | |
| Hollyding | Wade Ward | 2:10 | |
| Listen To The Mockingbird | The Kentucky Colonels | 1:13 | |
| Let The Mermaids Flirt With Me | Mississippi John Hurt | 3:21 | |
| Poor Boy, Long Ways From Home | Mississippi John Hurt | 2:14 | |