The festival is typically held on the grounds of the Brentsville Courthouse Historic Centre, a 28-acre property in Bristow that features preserved landmarks such as the 1822 courthouse, a jail, church, farmhouse, and one-room schoolhouse. Once the county seat, Brentsville today draws visitors with music, history, and cultural programming.

In past years, the festival has featured performances by regional bluegrass acts, living history demonstrations, historic site tours, children’s activities, and local food vendors. The combination of music and history has made the daylong event a highlight of the fall calendar.