| Where is My Sailor Boy? (What Does the Deep Sea Say?) | Bill Monroe and Doc Watson | 3:31 | |
| The Daemons Lament/Sugar Baver | Tatiana Hargreaves, Mark Schatz, Sarah Jarosz, Bruce Molsky, Emma Beaton, Danny Knicely | 4:09 | |
| Dance All Night With a Bottle in Your Hand | Cousin Emmy, The New Lost City Ramblers | 1:45 | |
| Lone Prairie | Wade Ward | 0:56 | |
| Richmond Is a Hard Road to Travel | 97th Regimental String Band | 3:14 | |
| Eyes are Blue | The New Lost City Ramblers | 1:35 | |
| Leatherwing Bat | Peggy Seeger | 2:11 | |
| Take a Drink on Me | Charlie Poole | 3:17 | |
| My Long Journey Home | The Monroe Brothers | 2:29 | |
| Sourwood Mountain | Wade Ward | 1:19 | |
| Dance All Night With A Bottle In Your Hand | Chance McCoy & The Appalachian String Band | 2:56 | |
| Fishing Blues | Henry Thomas | 2:42 | |
| The House Carpenter | Hedy West | 3:05 | |
| Santy Anna | Paul Clayton | 2:37 | |
| Wild Bill Jones | Frank Proffitt | 3:27 | |
| Trouble in Mind | Roscoe Holcomb | 2:18 | |
| Cumberland Gap - Remastered | Wade Ward | 1:09 | |
| Nobody's Business | Riley Puckett | 2:40 | |
| The Bird's Courting Song | Elizabeth LaPrelle | 1:09 | |
| The Road Is Rough and Rocky | Archie Edwards | 3:27 | |
| Railroad Bill | Etta Baker, Cora Phillips | 1:33 | |
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| Southbound | The Doc Watson Family | 2:40 | |
| Took My Gal a-Walkin' | Charlie Poole | 2:48 | |
| June Apple | Foghorn Stringband | 3:58 | |
| Hello Stranger | Any Old Time String Band | 2:18 | |
| Union Train | The Almanac Singers | 2:20 | |
| Keep My Skillet Good and Greasy | Uncle Dave Macon | 2:46 | |
| Dry Bones - 2020 Remaster | Bascom Lamar Lunsford | 3:00 | |
| Honey Babe I'm Bound To Ride | Stringbean | 1:56 | |
| Captain Kidd | Michael Hurley | 2:16 | |
| I Am a Man of Constant Sorrow | Roscoe Holcomb | 3:00 | |
| Every Day Dirt | The Doc Watson Family | 2:08 | |
| A Job of Work | Tom Paxton | 2:44 | |
| All of Her Answers Were No | Peggy Seeger | 3:17 | |
| My Old Horse Died | Dock Boggs | 1:48 | |
| Wagoner's Lad | Buell Kazee | 3:11 | |
| Poor Man | Frank Proffitt | 3:02 | |
| Out on the Open West | Frank Fairfield | 3:13 | |
| Join the C.I.O. | The New Lost City Ramblers | 2:43 | |
| We Didn't Know | Tom Paxton | 2:22 | |
| Sail Away Ladies | Uncle Dave Macon and His Fruit-Jar Drinkers | 3:00 | |
| I Will Always Be Waiting For You | Jim & Jesse | 2:14 | |
| Ommie Wise - 2020 Remaster | G. B. Grayson | 3:13 | |
| Black Eye Susie | Roscoe Holcomb | 1:14 | |
| Last Chance | Hobart Smith | 1:30 | |
| Minglewood Blues | Cannon's Jug Stompers | 3:40 | |
| I Am The Light | Rev. Gary Davis | 3:02 | |
| Foggy Mountain Top | Bill Monroe and Doc Watson | 2:46 | |
| Peg And Awl | Bruce Molsky | 5:00 | |