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This series focusses on the headmastership of Rev William Spicer Wood (1846-1875) and contains items created by the headmaster himself as well as items relating to the life at School in the mid-19th century.

This series focusses on the headmastership of John David Buchanan (1958-1977) and contains items relating to the life at School in the 1960s and 1970s, its staff and pupils. The bulk of the series consists of books, publications, letters, speeches and sermons written by Mr Buchanan himself.

This file focusses on letters sent by Headmaster Richard Bull during his headmastership (1978-1984). The bulk of the collection is made of letters sent to Parents.

A letter from Simon Camamile to Jon and Kim Wills thanking them for the visit to School House and naming the rooms after his family.

A letter from Richard Demarco to Graham and Dorothea Smallbone regarding his visiting the Queen Elizabeth Theatre and the performance of the Jerwood Players in 1995.

A letter from the Headmaster Richard Bull and the Chairman of Trustees T.C.S. Haywood to Parents regarding the building of a new Biology Block, including plans, and the pre-payment of fees scheme III. Two pages A and B.

A letter from the Headmaster, John Buchanan, to Parents regarding the events of the Spring term 1958, including the hockey season, the works on the Sargant Laboratories, the raising of the minimum age of boarding and Speech Day. Two pages A and B.

A letter from Frederick H.G. Percy, Honorary Archivist of Whitgift School, to John Barber, regarding old School Houses in various school and enclosing his research on Schoolhouses' dimensions in English schools.

A letter from B.A.F. Smith ('54) to Jon Wills, Chairman of the Old Oakhamian Club, thanking him for the visit to School House and the naming of the rooms after his family.

This series focuses on the boarding boys in Deanscroft, since its opening in 1948. The Headmaster himself was Housemaster, until 1971. Deanscroft boarding house was closed on Speech Day 1989, prior to its conversion into Stevens, a boarding house for girls. The boarding boys were moved to the newly built Haywoods House on Kilburn Road. The items include the complete set of house photographs and informal photographs showing boys around the house and on campus, as well as duty records.