A headmaster's annual report fro the year 1981-1982, including numbers, Academic, Careers, A.V.A. Centre, Library, Art & Design, Music, Physical Education, Sports Hall, Playing Fields, Shooting, Drama, C.C.F., The Duke of Edinburgh's Award Scheme, Exploration Society, Scouts & Guides, Discipline and the Decem, Houses, Chaplaincy, Ashburton Hall, School Council, The Oakhamian, Senior and Middle School Societies, Voluntary Services, Sanatorium, Oakham School Nursery, Old Oakhamian Club; with appendix: A-Level results and leavers' destinations

A headmaster's annual report fro the year 1984-1985, including Some thoughts on 1984/1985, Registration, Houses, Oakham Nursery School, Staff, General Academic, Examination Administration, University Entrance, Afternoon Activities, Service Activities, Sports Centre, Chapel, Food, Sanatorium, A.v.A. Centre, Careers Advice, Preparatory School Liaison, Publicity, The Queen Elizabeth Theatre, New Zealand Tour, Kenya Expedition, School Library, Old Oakhamian Club, House Names, Housemasters/Housemistresses; with appendix: questionnaire for prospective parents, comments from M. Stevens, number of overseas entries, Exams results, numbers on university entrance, Fastnet. Items A to AA

A black and white photograph of the Headmaster O. Richard S. Bull with members of Jerwoods, looking at 'A Summons according to the Oakham School Charter' regarding days when plays are performed

Minutes of the Parent/Teacher Committee meeting in the Headmaster's House. Items A to C

A print-out of a photograph of the opening of the Jerwoods Campus, used in john Barber's "The Story of Oakham School".

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 photograph of the Day Girls in Ancaster in the academic year 2018-2019 under the Housemistress Alison Petit. Names of pupils and staff are written under the photograph.