It is difficult to disentangle the career of this William Weston from that of his more prominent kinsman, William Weston I, several times knight of the shire for Surrey, especially as the family pedigrees are inextricably confused. It seems clear, however, that he came from a younger branch of the family seated at West Clandon, and was most likely a grandson of the Thomas Weston of Albury who, as the result of a marriage contracted in about 1350, acquired the manor of Dedswell in Send, together with property in Sussex situated at Buxted, Fletching and Grinstead. Certainly, our William Weston held lands at Buxted worth £20 a year, according to the assessments made in 1412, as well as property at unspecified places in Surrey worth a similar amount.
Weston was described on the parliamentary return in 1415 as ‘of Hindhall’, in order to distinguish him both from his namesake elected to the same Parliament for Surrey, and the latter’s son, William Weston III, then returned as a burgess by Guildford. With the exception of his shrievalty of 1417-18, there is no royal service which may be confidently ascribed to him, although it is most unlikely that he would have been appointed sheriff before proving himself to be reasonably competent in administrative matters. Similarly, his local connexions are shrouded in obscurity, although it was almost certainly he who had been associated in 1409 with John Waterton, a prominent member of Henry IV’s household, as the latter’s co-feoffee of two Sussex manors, for Waterton was his wife’s stepfather.
