The 38th annual Old Settler’s Music Festival will feature performances by Watchhouse, The Devil Makes Three, The Travelin’ McCourys, Sierra Hull, Heartless Bastards, Tim O’Brien Band, Darrell Scott, Tray Wellington Band, Jack Barksdale, Jeff Plankenhorn, Grace Rowland (of the Deer), Katie Shore, Harvest Thieves, Fennario Flats, Shred Lasso, Valley Flower, and more.