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Annual report for the year 1959-1960, including the school numbers, staff changes, Activities, Health, Buildings and Grounds, Finance, General Remarks. With an appendix: university awards

Annual report for the year 1964-1965, including the school numbers, staff changes, Activities, Health, Accomodation, General Remarks.

Annual report for the year 1965-1966, including the school numbers, staff changes, Activities, Health, Accomodation, Old Oakhamians, Circular 10/65, General Remarks. With 2 appendixes: A-Levels individual results and report on conference "Life in Industry"

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

A newssheet from the Headmaster Richard Bull regarding the achievemens and events of the Spring term 1984

Letters from the Headmaster Tony Little to Parents regarding achievements of terms

A letter from the Headmaster Henry Price to Parents reviewing the Winter term 2019. Contents: Inspection; Drama and Sports achievements; Form 7 reports.

A letter from the Headmaster Henry Price to Parents reviewing the Winter term 2020. Contents: Carol Services; Upper School reports; Drama Scholars' production.

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