| Lili'u Ē | The Rose Ensemble, Kim Sueoka, Tim O'Brien, Jordan Sramek | 2:35 | |
| Rooster Fight | Fred Eaglesmith | 2:26 | |
| Fields of Gold | Danny Burns, Tim O'Brien | 3:34 | |
| I'm a Target Too | Trampled by Turtles | 3:02 | |
| Union Pacific | Trout Steak Revival | 3:08 | |
| Carolina in the Pines | Special Consensus | 2:59 | |
| Big City | Joe Mullins & The Radio Ramblers | 2:51 | |
| The Dry Cloud How Will I Live out My Days | Ashley Davis, Tim O'Brien | 2:53 | |
| When I Come Back Again | Trampled by Turtles | 3:43 | |
| Sun's Work Undone | Hackensaw Boys | 3:23 | |
| Walking Boss | Willie Watson | 2:48 | |
| Fiddlehead Fern | Cahalen Morrison & Eli West | 3:30 | |
| My Sweet Blue Eyed Darling | The Infamous Stringdusters | 2:41 | |
| Up There on the Hillside | Junior Sisk | 2:50 | |
| Gospel Plow | Chance McCoy & The Appalachian String Band | 4:37 | |
| With A Memory Like Mine | Tim O'Brien, Darrell Scott | 4:11 | |
| Sometimes | Abigail Washburn | 2:52 | |
| Hold On | Frank Solivan and Dirty Kitchen | 4:41 | |
| Rambling, Gambling Willie | The Lonely Heartstring Band | 3:27 | |
| Ireland's Green Shore | Tim O'Brien | 4:21 | |
| Wild Bill Jones | Pharis & Jason Romero | 4:02 | |
| Unlock more with Songs Like X Pro |
| Willy Dear | The Tillers | 4:57 | |
| Higher Rock | Reeltime Travellers | 4:44 | |
| Nothing You Can't Lose | The Steel Wheels | 3:41 | |
| James Is Out | Cahalen Morrison & Eli West | 3:27 | |
| I Ain't Got No Home | The Tillers | 3:31 | |
| Bear Creek | Reeltime Travellers | 2:46 | |
| Local Honey | Sean Watkins | 2:44 | |
| Kawika | The Rose Ensemble, Tim O'Brien, Jordan Sramek | 2:30 | |
| Blame it on the Bluegrass | Valerie Smith | 3:04 | |
| On The Road Again (feat. The Fairfield Four) | Willie Watson, The Fairfield Four | 2:27 | |
| Pearl Harbor Pistol | Jeffrey Foucault | 4:35 | |
| Shady Grove | Trent Wagler | 3:28 | |
| She's My Only One | The Rubber Knife Gang | 4:10 | |
| White Line Fever | Bobby Osborne, Alison Brown, Stuart Duncan, Trey Hensley, Sierra Hull, Tim O'Brien, Todd Phillips | 3:21 | |
| Wouldn't Be the First Time | Kieran Kane, Rayna Gellert | 2:59 | |
| Daddy Was a Drunk | Jason Dea West, Cassandra Girard, John L Richardson, Kevin Hayezy | 3:14 | |
| Red Rocking Chair | The Steel Wheels | 3:06 | |
| A Faded Star | The Deadly Gentlemen | 4:24 | |
| One Way Track | Boone Creek | 2:43 | |
| The Wicked Messenger | Tim O'Brien | 2:25 | |
| The Ballad Of Edward Abbey | Tom Russell | 4:36 | |
| Wichita | Tim O'Brien, Mollie O'Brien | 2:27 | |
| Pine Tree | Della Mae | 3:21 | |
| Tear My Stillhouse Down | The Nashville Bluegrass Band | 2:32 | |
| Ain't No Ash Will Burn | Della Mae | 4:17 | |
| Mountain Air Medley | Dirk Powell, John Hermann, Tim O'Brien | 5:02 | |
| Tombstone Blues | Tim O'Brien | 3:42 | |
| When I Die I'll Live Again | Dirk Powell, John Hermann, Tim O'Brien | 2:18 | |
