He founded no less than three colleges, two at Oxford, one at Higham Ferrers, while there is reason to believe that he suggested and inspired the foundation of Eton and of King's College.
On the 18th of July 1542 it was surrendered to Henry VIII., and its possessions granted to Robert Dacres on condition of maintaining the grammar school and paying the master £10 a year, the same salary as the headmasters of Winchester and Eton, and maintaining the almshouse.
Under the influence of Archbishop Chicheley, who had himself founded two colleges in imitation of Wykeham, and Thomas Bekynton, king's secretary and privy seal, and other Wyke - hamists, Henry VI., on the 11th of October 1440, founded, in imitation of Winchester College, "a college in the parish church of Eton by Windsor not far from our birthplace," called the King's College of the Blessed Mary of Eton by Windsor, as "a sort of first-fruits of his taking the government on himself."
In October he appears dining in the hall there as a guest, and at Christmas 1442 he received a royal livery, five yards of violet cloth, as provost of Eton.
Though reckoned first headmaster of Eton, there is no definite evidence that he was.