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A collection of photographs and art work relating to the whole School Campus, in particular aerial photographs from 1937 of the School and the town, and a file of individual photographs of buildings around the campus. The oldest items in this sub-series date back to the 19th century.

A headmaster's annual report for the academic year 1978-1979. Contents: 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; The Houses; The Chaplaincy; Ashburton Hall; School Council; The Oakhamian; Senior and Middle School Societies; Voluntary Services; The Sanatorium; Oakham School Nursery; Old Oakhamian Club; Conclusion. Attached are A-Levels results (appendix A), O-Level results (appendix B), Summary of University applications and places gained (appendix C), a memorandum on Development of the Sargant Laboratories and a final report on Svalbard '79. Twenty-one pages A to U.

A headmaster's annual report for the academic year 1981-1982. Contents: Registrations/Entry/Numbers; The Upper and Middle School Houses; Jerwoods; Discipline and The Decem; Staff; General Academic; The Departments; A-Level and O-Level; Scholarships; University Entrance; Careers; The Library; Drama; P.E. and Sport; Sports Centre; Chapel and the Chaplaincy; Afternoon Activities; Voluntary Service; C.C.F.; Duke of Edinburgh Award Scheme; Exploration Society; Scouts and Guides; Senior Societies and Middle School Societies; Publicity and Local Relations; Audio-Visual Aids Centre; The Ashburton Hall;
The School Council; The Oakhamian; Sanatorium; Old Oakhamian Club; Oakham School Nursery; Postscript. Attached are A-Level results (appendix A), O-Level and A-Level results (appendix B), University Entrance (appendix D). Nineteen pages A to S.

The Oakhamian Magazine, recording the Summer term 1991 (published in October 1991). Contents: People - Places - Events; Co-Education; Festival Music; Drama; Peterborough to London by Kayak; Speech Day; A Day in the Life Of Oakham School; Aerobathon; Music; Sport.

The Oakhamian Magazine, recording the Summer term 1996. Contents: Farewells; History; Science; Miscellany; English; Languages; Art; Performing Arts; Sport; Houses; Miscellany.

The Oakhamian Magazine, recording the Spring term 1998. Contents: Editorial; London Science Museum; R.A.F. Trip to Hunstanton; Study Visit to Berlin; Drama; Art & Design in Paris; Sports; Alzira exchange; Travel; Houses.

The Oakhamian Magazine, recording the Spring term 1999. Contents: Editorial; Chapel; OSCA; Oxbridge; Concerts; Inner Cities Project; Drama; The Battlefields; The Total Eclipse of the Sun; Russia; California; GCSE Design & Technology; Sports; Houses.

The Oakhamian Magazine, recording the Summer term 1999. Contents: Editorial; OSCA; Speech Day; Chess; Drama; Music; French Trips; Leavers; Dublin; Duke of Edinburgh Award Scheme; A-Level Art & Design; Geography Expedition to Morocco; Corsica '99; House Reports; Sports; Oakham School 2050.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Winter term 2014 and Spring term 2015. Contents: News; Features; Academic; Trips and Tours; Performing Arts; Pastoral; Community Activities; Staff News; Sport; Beyond Oakham; Old Oakhamian; Foundation.

The Oakhamian Magazine, recording the Winter term 1995. Contents: History; Science; English; Miscellany; Performing Arts; Art; Sport; Farewells; Music; Gap Years; Houses.