It may have been the considerable natural attractions of Herreruela which charmed Romans, Visigoths, and Arabs, the traces of whom have been erased by the various armies which have passed through Herreruela; they left no fortifications as a genuinely peasant level was always maintained. Although no written evidence has been found as to the origins of the village, to judge by the existing finds (anthropomorphous tombs which may be from the late Roman period) the area now occupied by the municipal district and its vicinity was inhabited from very early times.
In common with most of the villages of Tajo Internacional, Herreruela was a fief of the Order of Alcántara, to which it belonged until the late 18th century. Three large dehesas (Cantillana, Turuñuelo, and Piejunta) accounted for 90% of the municipal surface area to leave the inhabitants practically landless. Nowadays the situation is a similar one as the land has passed into the hands of major landowners.
The extensive artistic-cultural heritage of Herreruela consists of the Parish Church of Our Lady of La Encarnación (18th century), the Casa Grande or Casa de la Marquesa (19th century), the Bujío or Chapel of San Juan (17th century), the anthropomorphous tombs of La Horma (3rd-4th centuries), the stone bridge and several hydraulic mills, a former flour mill, the bridge over the River Salor, and the abandoned railway station in which its cultural value goes hand in hand with its natural value.