In the 14th century Hale passed by marriage to Sir Robert Brent of Cossington, in whose family the manor remained for about two centuries. Hale was probably sold to one of the Penruddocks in the 16th century. Thus Robert Penruddock, who died childless in 1583, evidently had a lease of the manor and was the first of the family to settle at Hale. Around this time the original mediaeval church was substantially rebuilt, and there is a brass on the floor of the church to Sir John Penruddock, who died 8 March 1600.