| The Trip | Dave Rawlings Machine | 10:55 | ||
| Lazy Old Moon | Willie Watson | 1:13 | ||
| Smoky Mountain Taxi | Adam Carroll | 3:49 | ||
| Leave The Light On | Chris Smither | 3:47 | ||
| A Long, Cold Night in Minneapolis | Dead Man Winter | 3:21 | ||
| Wild Horses | Old & In The Way | 4:38 | ||
| Kristine | Joe Purdy | 3:54 | ||
| A Stolen Jewel | Charley Crockett | 3:44 | ||
| Melinda Down the Line | Ian Fitzgerald | 5:06 | ||
| Shackles and Chains | Dan Reeder | 2:16 | ||
| Angeline | James McMurtry | 4:04 | ||
| Warm Guns | Western Centuries | 4:55 | ||
| James Alley Blues | Willie Watson | 4:06 | ||
| The Magician | Jason Isbell | 4:20 | ||
| Black Flag Blues | Adam Carroll | 2:32 | ||
| By the Waters of the James | The Local Honeys | 5:10 | ||
| You Were on My Mind This Morning | Hot Rize | 3:02 | ||
| First Air of Autumn | Drive-By Truckers | 3:30 | ||
| Humidifier | Jonny Fritz | 2:22 | ||
| Never Comin' Home | Scott H. Biram | 3:37 | ||
| Keep It Clean | Willie Watson | 3:35 | ||
| Unlock more with Songs Like X Pro | ||||
| Cutter | James McMurtry | 5:41 | ||
| My Old Drunk Friend | Freakwater | 3:33 | ||
| You Only Believe Me when I'm Lying | Zoe Muth | 3:24 | ||
| All Good Dogs | Hackensaw Boys | 3:39 | ||
| Maybelline | Ramsay Midwood | 3:17 | ||
| Out on the Rise | The Deslondes, Sam Doores | 5:11 | ||
| Nobody Gives a Damn About Songs Anymore | John Moreland | 3:15 | ||
| Everybody Wants to Go to Heaven | The Local Honeys | 4:03 | ||
| Mountain Saint | Ian Noe | 3:06 | ||
| Stewball | Willie Watson | 3:47 | ||
| Tennessee Whiskey | Harry Dean Stanton | 2:19 | ||
| She Loves Me | James McMurtry | 3:01 | ||
| Simple and True | The Deslondes, Riley Downing, Cameron Snyder | 2:44 | ||
| Alabama Bound | Peter Rowan | 2:16 | ||
| Going Away | The Flatlanders | 5:04 | ||
| Jealous Guy | Luke Bell | 3:50 | ||
| Fiddlehead Fern | Cahalen Morrison & Eli West | 3:30 | ||
| Irene | Ian Noe | 3:53 | ||
| Low Down & Lonesome | Sam Doores, Riley Downing, The Tumbleweeds | 2:03 | ||
| Sing Along | Robert Ellis | 4:09 | ||
| Prairie Funeral | Brennen Leigh | 3:04 | ||
| Louise | The Deslondes, Dan Cutler | 3:17 | ||
| Railroad Man | The Stray Birds | 3:44 | ||
| Bodysnatchers | Dave Rawlings Machine | 5:56 | ||
| Jackson | Josh Okeefe, Cora Carpenter | 2:35 | ||
| Girl Of The North Country | Sam Bush | 5:17 | ||
| Crocodile Man | Chris Smither | 3:33 | ||
| There Stands The Glass | Ted Hawkins | 2:33 | ||
