This was the last of Poynings's major negotiations, and he spent now most of his time at his manor of Westenhanger, Kent, where he rebuilt the castle, or the Cinque Ports. In June 1517 he was deciding disputes between English and French merchants at Calais, and in the same year he became chancellor of the order of the Garter. He is occasionally referred to as Lord Poynings, but never became a peer. In 1518 he was treating for the surrender of Tournai, and in 1520 he took part in the proceedings at the Field of the Cloth of Gold. He was also present at Henry's meeting with Emperor Charles V at Gravelines on 10 July. He died at Westenhanger in October 1521. Poynings' will is printed in Nicholas Harris Nicolas's "Testamenta Vetusta". His estates passed to Henry Algernon Percy, 5th Earl of Northumberland, the grandson of Poynings's first cousin Eleanor, who married Henry Percy, 3rd Earl of Northumberland. Poynings married, before 1485, Isabel or Elizabeth Scott (d. 15 August 1528), daughter of Sir John Scott (d.1485), Marshal of Calais, and sister of Sir William Scott, Lord Warden of the Cinque Ports and Sheriff of Kent, by whom he had a son, John Poynings, who predeceased him without issue. Elizabeth Scott was buried in Brabourne church, where she is commemorated by a brass. Poynings also had seven illegitimate children: