The tract containing Dromgold Farm was initially settled by Benjamin Cunningham in 1828 and remained in the Cunningham-Dromgold family until 2009, when Benjamin's great-great-granddaughter Gladys Dromgold Shaffer bequeathed it to the historical society. This 113-acre property was the site of numerous industries and activities, including a tannery from 1874 to 1894, a blacksmith shop circa 1885 to 1948, a general mercantile store from 1874 to 1976, a post office from 1897 to 1905, and the Natural Beauty Park along the river from 1928 to 1941. The meadows along Sherman's Creek at Dromgold served as a stopping point on a section of the Allegheny Trail known as the New Path, one of the original Native American trails west to Pittsburgh and beyond. After the farmstead was established, it also served as a stagecoach stop on the road between Landisburg, the first county seat, and Carlisle. The present property contains two houses, a hunting cabin, a barn, a chicken house, a spring house, a wagon shed, and a garage, while several other buildings were removed before the society's ownership.