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A prospectus for the school including staff list, trustees, the history of the school, information on the timetable, uniform, holidays, chapel, boarding, curriculum, Libraries, games, admission, scholarships, day boys and pocket money. Also includes clothes list, rules for the Old Oakhamian club, programme for speech day, admission form and note regarding photographs. Items A to O

An account in the newspaper about the school's Speech Day in that year, mentioning the organ fund.

A letter A) from the Headmaster, John Buchanan, to Rev A.T.I. Boggis regarding a retreat and conference in September 1961. Enclosed is a suggested draft for the arrangements (B).

A headmaster's annual report fro the year 1979-1980, 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, leavers' destinations, Oxbridge results, C.C.F. Diary

A headmaster's annual report fro the year 1984-1985, including School year, Second Master's report, Registrar's report, Registration, Director of Studies' report, Scholarships, Christopher Dixon Prize, Universities Entries, Exam results, Departments, Prep Schools Liaison Report, Houses, Examination Administration, Drama and the theatre, Careers, Chaplaincy, A.V.A. Centre, Ashburton Hall, Sanatorium, Library, School Council, Oakhamian, Old Oakhmian Club, Nursery School, Playing Fields, Sports Cnetre, Afternoon Activities and Societies, , Exploration Society, Teaching staff, OSEl and Public Relations; with appendix: Exams results, numbers on university entrance, Scholarship awards, bursaries. Items A to AD

Annual report for the year 1961-1962, including the school numbers, staff changes, Activities, Health, Accomodation, General Remarks.

Annual report for the year 1969-1970, including the school numbers, staff changes, Academics, Faculty Reports, Chapel, Library, Drama, Societies, C.C.F., Scouts and Duke Of Edinburgh Award Scheme, Health, Accomodation, The SchoolShop, Old Oakhamians, Second Development Campaign, General Remarks. With 2 appendix: University entrants and Paying for Private Schools