This MP was a descendant of William Wintershall and his wife, Beatrice, who, during the late 13th century, built up an estate centred upon the manors of Burgham, Bramley, Puttenham Bury and West Clandon in Surrey, and Eastleigh and Frobury in Hampshire. Thomas Wintershall the elder inherited part of this property on the death of his elder brother, William, in 1361, but the rest remained in the hands of his widowed mother, Alice, who lived on until 1385. Thomas himself died three years later, leaving his son, the subject of this biography, a landed income then said to be worth £27 a year. The same estates were valued at £55 a year in 1418, so we may assume that Wintershall was one of the more affluent Members to represent Surrey during our period.
By a curious irony, which Henry IV certainly cannot have foreseen, Wintershall threw in his lot with the earl of Kent’s followers barely a fortnight after receiving his first and only royal commission, dated 18 Dec. 1399, for the suppression of the insurgents. An inquisition held at Guildford during the aftermath of the rebellion found that he and other local men had ridden out with the earl, although one chronicle source states that he was executed not at Cirencester (where Kent met his death), but at Pleshey in Essex with the earl of Huntingdon, whose head was set next to his on London Bridge.
A few weeks later, Wintershall’s confiscated estates, together with the marriage and wardship of his son and two daughters, were awarded to the King’s esquire, John Waterton, who consolidated his title in April 1400 by making the widowed Joan Wintershall his wife. A marriage was subsequently arranged between the young Thomas Wintershall and Isabel Romayn, an heiress to land in Hampshire and Berkshire. Thomas died in 1420, just two years after entering his own inheritance, which was then divided between his sisters, Agnes Bassett and Joan, the widow of William Weston II of Hindhall and future wife of William Catton of Winchelsea. The two women were subsequently involved in a lengthy dispute with the Loxley family over other property once held by the Wintershalls, but without any apparent success.
