Playford was ordained as a
deacon in the
Church of England by the Bishop of Ely, the Right Reverend
Frederic Henry Chase, at Ely Cathedral on 8 October 1922. He was ordained as a priest at Jesus College Chapel by the Bishop of Ely on 8 June 1924. He served as Chaplain of Jesus College, Cambridge, 1922–1924. He served as Curate of Christ Church, Trafalgar Road, East Greenwich, 1924-1925. In 1925 he was recruited by
J.F. Roxburgh, and appointed as Assistant Chaplain and Master at
Stowe School in Buckinghamshire. He was appointed as first Under-
Housemaster of Grafton House in 1926, and served as Housemaster of Bruce House, 1928-1939 and 1940-1953. He was described as a "larger-than-life figure of strong opinions, known to be quite combative in the Common Room". When the Second World War broke out, Playford took leave of absence to play a short, but exciting, role in hostilities: "Even ... the Reverend Humphrey Playford, now rising 40 [sic], had managed to be driving ambulances in Nazi-threatened France [in the summer of 1940] (before beating a hasty retreat)”. He retired from Stowe School on 29 July 1958. ==Later life==