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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.

This collection highlights the achievements of Old Oakhamians after they have left Oakham School.

This collection highlights the work and life of Oakham School pupils both during and after their time at the school. The collection has an excellent representation of the careers, work, and exam aspect of school life, including examination results, leaver destinations, work experience and information on Project 20/20.

There are detailed records on the council, Decem and prefects, particularly in their recruitment, meeting minutes, and handbooks.

In several of the series, there is a strong photographic collection illuminating the rich daily life of the school and its pupils. This is shared alongside copies of pupil magazines, arts calendars, and records of pupil achievements.

A red photo album containing photos of several pupils an staff members, the Chapel, the Opening of Stumps and team photographs.

A collection of mark books, recording grades and progress of Home Economics pupils between 1987 and 1992; and 1997. Mark books belonged to Mrs Jan West, Head of Economics.

This series is made of marking books. The bulk of the series consists of books donated by Jan West.

Mrs Jan Davies's mark book recording pupils' results and grades in Home Economics in 1997.

Mrs Jan Mullinger's mark book recording pupils' results and grades in Home Economics, from Summer term 1991 to Spring term 1992.

Mrs Jan Mullinger's mark book recording pupils' results and grades in Home Economics, from Winter term 1990 to Spring term 1991.

Mrs Jan Mullinger's mark book recording pupils' results and grades in Home Economics, in Summer term 1990.