| Innocent Road | Caleb Klauder | 3:08 | |
| I Do Believe I've Had Enough | Zephaniah OHora | 3:44 | |
| Ring the Bell | Gibson Brothers | 3:51 | |
| If I Can't Trust You with a Quarter (How Can I Trust You with My Heart?) | Zoe Muth and the Lost High Rollers | 5:07 | |
| Washashore Cowgirl | Monica Rizzio | 3:05 | |
| Jackson | Annalisa Tornfelt | 3:17 | |
| The Price You Pay | Caleb Klauder | 3:07 | |
| Tennessee 1949 | Larry Sparks | 3:25 | |
| Just Someone I Used To Know | Buddy Miller, Nikki Lane | 2:22 | |
| Tecumseh on the Battlefield | The Tillers | 3:20 | |
| Come All Ye Fair And Tender Ladies (Arr. P. Isbey): Come All Ye Fair And Tender Ladies | Little Grasscals, Traditional | 3:25 | |
| By the Waters of the James | The Local Honeys | 5:10 | |
| Milwaukee Here I Come (feat. Melba Montgomery) | John Prine, Melba Montgomery | 2:21 | |
| Dirty Old Town | Kelsey Waldon | 2:41 | |
| Stepping Stones | Caleb Klauder, Reeb Willms | 3:28 | |
| Come Early Mornin’ | Buddy Miller, Jill Andrews | 2:33 | |
| Kentucky Girl | Larry Sparks | 2:53 | |
| Who's Gonna Take the Garbage Out (feat. Iris DeMent) | John Prine, Iris DeMent | 2:41 | |
| Walking Boss | Willie Watson | 2:48 | |
| Black Jack David | Loretta Lynn | 2:09 | |
| What Was I Supposed To Do | Caleb Klauder | 3:24 | |
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| My Old Kentucky Home | The Local Honeys | 3:46 | |
| Own Private Honky Tonk | Western Centuries | 3:39 | |
| Only the Lonely | Foghorn Stringband | 3:47 | |
| Country Morning Music | Keith Sykes | 2:27 | |
| Everybody Wants to Go to Heaven | The Local Honeys | 4:03 | |
| Mama Needs a Margarita | Zoe Muth | 4:06 | |
| Joking Henry | Caleb Klauder | 2:48 | |
| I Don't Care Anymore | Wayne Hancock | 2:17 | |
| Come On Over My House | David Rawlings | 3:42 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Reuben's Train | Foghorn Stringband | 3:34 | |
| Banks of the Ohio | Bill Monroe and Doc Watson | 3:33 | |
| Remember Who You Are | Gibson Brothers | 2:59 | |
| Don't Be Ashamed of Your Age | John Prine, Mac Wiseman | 2:26 | |
| Just Load The Wagon | Junior Sisk | 3:54 | |
| She Will Get Lonesome | Caleb Klauder & Reeb Willms | 2:11 | |
| My Baby Came Back | Caleb Klauder | 2:17 | |
| Black-Eyed Susie | Uncle Earl | 1:49 | |
| Buck Creek Gal | The Earls Of Leicester | 1:29 | |
| If Wishes Were Horses | Claire Lynch | 2:36 | |
| Stand And Deliver | Steep Canyon Rangers | 3:30 | |
| In The Corner, At The Table, By The Jukebox | James Hand | 3:20 | |
| Sweetheart, Darlin' Of Mine | Claire Lynch | 3:05 | |
| It All Comes Down To You | Dan Tyminski | 2:40 | |
| Whose Shoulder Will You Cry On | Dan Tyminski | 2:21 | |
| Poor Ellen Smith | Jim Mills | 2:31 | |
| In The Pines | The Kentucky Colonels | 2:24 | |
| Dark As The Night, Blue As The Day | Michael Cleveland | 3:51 | |