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This collection contains material relating to the history of the houses and their pupils. Each series is focused on a different house and many contain rich and detailed photographic records of houses year by year. Some houses are more detailed than others.

Other highlights of this collection include house handbooks, which help to induct a pupil into a house and its daily routine; photographs of daily life, including house events and leisure time; and administrative documents such as house diaries which record the calendar of house events, achievements of pupils, and accounts of incidents.

Included in this sub-fonds are houses which are no longer in existence such as Johnsons and Ruddles.

A collection which focuses on the history of the school campus and buildings. There is an excellent photographic record of the school campus including the development of both houses and teaching buildings.

The collection contains architectural plans for buildings and press releases/ photographs of the opening of new additions to the school campus.

This sub-fonds contains general policy documents more relevant to the estates and IT daily functions.

The three series divide this sub-fonds amongst buildings, campus services, and IT.

A collection of photographs and art work relating to the whole School Campus, in particular aerial photographs from 1937 of the School and the town, and a file of individual photographs of buildings around the campus. The oldest items in this sub-series date back to the 19th century.

This file focusses on photographs on the School Campus throughout the years. Some photographs are of the whole campus, in particular aerial photographs taken by Aerofilms Ltd, and some are collection of individual buildings, taken by Companies or individuals.

Order of service of the service of thanksgiving in memory of Lynn Anthony Wilson at the School Chapel on 10 September 2008.

Reminiscences of Jim O'Kane on his time working at Oakham School between 1973 and 2006. Four pages A to D.

A confirmation form filled in by Torben Sherwood, with information on his age, house, tutor, baptism, address and dates of meetings and visits for the candidates' preparation.

A confirmation form filled in by Nicholas Newton, with information on his age, house, tutor, baptism, address and dates of meetings and visits for the candidates' preparation.

A confirmation form filled in by James Fergus, with information on his age, house, tutor, baptism, address and dates of meetings and visits for the candidates' preparation.

A list of School buildings and their dates of construction and contractors compiled by R.E.M. Thomas, School Marshal, and other town buildings. Two pages A and B.