| Bowling Green | The Kossoy Sisters | 2:13 | |
| Sourwood Mountain | Iron Mountain String Band | 2:26 | |
| Call Me A Dog When I'm Gone | Frank Fairfield | 2:24 | |
| Look Down That Lonesome Road | Ola Belle Reed, Sarah Cleveland | 2:44 | |
| Sail Away Lady - 2020 Remaster | Uncle Bunt Stephens | 2:58 | |
| Every Day Dirt | The Doc Watson Family | 2:08 | |
| Little Old Dusty Road | Sundown Songs | 2:38 | |
| Troubles | Anna & Elizabeth | 2:14 | |
| Jim Jones of Botany Bay | Brodie Buttons | 3:53 | |
| First Church of God | The Local Honeys | 3:29 | |
| Come All You Virginia Girl | Foghorn Stringband | 3:07 | |
| The Silver Dagger | Old Crow Medicine Show | 4:06 | |
| Jimmy Johnson | Chance McCoy & The Appalachian String Band | 3:13 | |
| Railroad Bill | Blind Boy Paxton, NO | 4:47 | |
| Kitty Puss | Willie Watson | 3:15 | |
| How Can a Poor Man Stand Such Times and Live | The New Lost City Ramblers | 3:35 | |
| Falls of Richmond / Camp Chase | Any Old Time String Band | 2:59 | |
| Ride Old Buck To Water | Nate Leath, Danny Knicely, Tatiana Hargreaves, Mark Schatz, Sarah Jarosz, Eric Robertson | 2:41 | |
| The Gallows Tree | Tim Eriksen | 2:56 | |
| Rye Whiskey - Little Birdie | Nora Brown | 4:23 | |
| Shelvin Rock | Chance McCoy & The Appalachian String Band | 3:08 | |
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| Oh The Wind And Rain | Jody Stecher | 8:50 | |
| Uncloudy Day | Alex Campbell, Ola Belle Reed, The New River Boys | 2:29 | |
| House Carpenter | Sam Shackleton | 5:21 | |
| I Saw the Light | Ola Belle Reed, John Coffey, Bud Reed, David Reed, Alex Campbell | 4:56 | |
| Cowboy Song | Dan Reeder | 2:35 | |
| Betty Baker | Chance McCoy & The Appalachian String Band | 2:50 | |
| Look Down That Lonesome Road | The Doc Watson Family | 2:05 | |
| Hallelujah, I'm a Bum | Harry McClintock | 2:57 | |
| Cuckoo Bird - GemsOnVHS Field Recording | Sam Shackleton, GemsOnVHS | 4:11 | |
| Mystery of Old #5 | Bud Reed | 4:09 | |
| Weary Blues From Waiting | Darrell Scott, Tim O'Brien | 3:18 | |
| Duncan And Brady | Woody Pines | 1:55 | |
| Down in a Willow Garden | The Kossoy Sisters | 2:34 | |
| Son of the Working Class | Josh Okeefe | 2:56 | |
| Mother the Queen of My Heart | Bud Reed | 3:32 | |
| Wild Bill Jones | Pharis & Jason Romero | 4:02 | |
| Black Eye Susie | Roscoe Holcomb | 1:14 | |
| The Daemons Lament/Sugar Baver | Tatiana Hargreaves, Mark Schatz, Sarah Jarosz, Bruce Molsky, Emma Beaton, Danny Knicely | 4:09 | |
| Goodbye Old Paint | Harry McClintock | 2:49 | |
| Cotton Eyed Joe | The New Lost City Ramblers | 1:15 | |
| Willow Garden | Roscoe Holcomb | 3:27 | |
| New Dying Soldier | Nick Shoulders | 4:12 | |
| I Wont Let You Down - GemsOnVHS Field Recording | Josh Okeefe, Cora Carpenter, GemsOnVHS | 2:38 | |
| Wildwood Flower | The New Lost City Ramblers, Mother Maybelle Carter | 3:49 | |
| Blackjack County Chains | The Del McCoury Band | 3:26 | |
| Cumberland Gap | Frank Proffitt | 1:25 | |
| God Put A Rainbow In The Clouds | Ola Belle Reed | 2:48 | |
| You Don't Tell Me That You Love Me Anymore | Ola Belle Reed | 3:43 | |