| Missouri Road Song | Bill Staines | 2:36 | |
| Train Songs | Ralph Stanley II | 3:13 | |
| The Girl I Left Behind Me (feat. The Avett Brothers) | Asleep At The Wheel, The Avett Brothers | 2:31 | |
| Penitentiary Blues (Original Starday Recording) | Charlie Monroe | 1:51 | |
| Run Johnny Run | William Elliott Whitmore | 2:28 | |
| Pretty Saro | Rhiannon Giddens | 2:41 | |
| Lonesome Old River Blues | Dom Flemons | 2:42 | |
| Talking Banjo | Buzz Busby | 1:39 | |
| Movin' Down the Line | Hoyt Axton | 2:45 | |
| Ballad of Thunder Road | Jim & Jesse | 2:36 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Boil Them Cabbage Down | The Johnson Boys | 1:42 | |
| Forty-Five Years | Stan Rogers | 3:32 | |
| Last Day At Gettysburg | Larry Sparks | 2:59 | |
| Boat in the Water | Tom Paxton | 3:02 | |
| I Am A Drifter | Volume Five | 3:14 | |
| Jailer Jailer | Peter Rowan Bluegrass Band | 3:38 | |
| Everybody's Working for the Man Again... (feat. Fats Kaplin) | Kieran Kane, Kevin Welch, Fats Kaplin | 4:09 | |
| Calgary, My Home Away from Home | Schooner Fare | 4:59 | |
| Innocent Road | Caleb Klauder, Reeb Willms | 2:33 | |
| You Never Even Call Me By My Name | Steve Goodman | 4:19 | |
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| The Midnight Train | Jim & Jesse | 2:03 | |
| Moon Over Memphis | Balsam Range | 4:27 | |
| Henri Leblanc | Bill Staines | 2:41 | |
| Riverboat Dishwashing Song | The Tillers | 3:24 | |
| The West Virginia Hills | Rick Pickren | 2:47 | |
| The Swimming Song | The Earl Scruggs Revue | 2:21 | |
| 16 Tons | Merle Travis | 2:09 | |
| If Wishes Were Horses | Claire Lynch | 2:36 | |
| Northern Island | Steve Martin, Steep Canyon Rangers | 2:39 | |
| Wild Bill Jones | Alison Krauss & Union Station | 3:23 | |
| A Night On The Town | Mike Cross | 3:44 | |
| Four Wet Pigs | Bryan Bowers | 1:27 | |
| Evangelina | Hoyt Axton | 3:33 | |
| Jailhouse Blues | Ronnie Bowman | 1:55 | |
| Gospel Medley | Mike Cross | 4:45 | |
| Little Sadie | Tony Rice Unit | 2:46 | |
| Bound To Ride | Jim Mills | 2:03 | |
| Lonesome Valley | The Fairfield Four | 4:07 | |
| Boney Fingers - Live | Hoyt Axton | 3:35 | |
| The App Rap | Mike Cross | 3:25 | |
| (The Day I Jumped) From Uncle Harvey's Plane | Roger Miller | 2:35 | |
| Johnny Got A Gun | Tom Paxton | 2:49 | |
| Learning To Live On Love | Mike Cross | 2:43 | |
| Two Highways | Alison Krauss & Union Station | 3:33 | |
| Sweetheart, Darlin' Of Mine | Claire Lynch | 3:05 | |
| My Spirit's Willing | Mike Cross | 2:43 | |
| In The Jailhouse Now | The Soggy Bottom Boys, Tim Blake Nelson | 3:36 | |
| The Devil's Train | James King | 3:17 | |