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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 letter from Kaye Grosvenor, Secondary Sales Support Assistant at Oxford University Press, to Jill Harris confirming the visit of John Rick to the school

A letter from the Headmaster Graham Smallbone to Parents regarding the new library and achievements of the term in Sports, Drama, Music and Exams results

Bound copy of several Oakhamian Magazine; hard, blue cover

A book account bill for Master Padley.

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 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

A letter from J.D. Buchanan, former Headmaster, to Old Oakhamians asking their support to finance the Information and Study Centre, as part of the 1993 Development Plan. Two pages A and B.

A letter from Roger Blackmore to Peter Buckingham, former member of the Shooting VIII, regarding a possible donation to support the 1993 Development Plan and the building of a new Information and Study Centre.