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This series relates to Hodge Wing, the pupils and staff and the history of the building. The series focuses on the early years as a boys' house.
Hodge Wing was a Boys’ day house, for Lower and Middle School. It became a girls’ house in the Winter term 1975, until the Spring term 1980 when the girls moved to Rushebrookes. Then it was re-opened for a small number of Seventh form girls in 1986.

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.

The Old Oakhamian Magazine, published in Winter 2001. Contents: 30 Years of Co-Education; Letter from the Editors; News of; All our Yesterdays; What's on; Births, Marriages & Deaths; Obituaries; Oakham Sport.

The items in this collection are related to Tutoring at Oakham School, either guidelines to staff or resources to use in tutorial with the pupils.

This sub-file contains various photographs of Brian Welford, P.E. and Sports teacher and Housemaster of Peterborough House.

This file focusses on matters of the Parent/Teacher Committee during the headmastership of Richard Bull.

This series focusses on the headmastership of Graham Smallbone (1985-1996) and contains items relating to the life at School in the 1980s and 1990s, its staff and pupils.

This series relates to various annual reports presented to the Trustees, including Headmaster's reports, Registrar's reports and Second Master's reports. The series spans over three Headmasters, John Buchanan, Richard Bull and Graham Smallbone.

A bound copy of several Old Oakhamian Magazines from 1994 to 2002.

This file relates to Jon Wills's time at Oakham School as a pupil and staff.