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The Oakhamian Magazine, recording the Winter term 1960 (published in Spring term 1961). Contents: Editorial; School News; O.O. News; Avete; Richard II; Societies; Concert Club; House Music Competitions - 1961; Literary; Switzerland; Combined Cadet Force; Scout Notes; Games; Correspondence; Valete; The Library; Contemporaries. Nine double-pages A to I.

A group of slides of the school during John Buchanan's era, with an index of the slides. Collected by David Morgan and the Photographic society for the Headmaster to take to the United States to promoted the school overseas.

This series contains files of slides, taken at different time and by different creators, all showing the everyday life at Oakham School.

Photo albums and scrapbooks compiled by members of staff throughout the years.

A headmaster's annual report for the academic year 1982-1983. Contents: Registrations/Entry/Numbers; The Houses; The Decem/Discipline; Staff; General Academic; The Academic Departments; Music; Art and Design; Drama; P.E. and Sport; C.C.F. and Duke of Edinburgh Award Scheme; Community Services; Afternoon Activities; Careers; Chaplaincy; The Ashburton Hall; Library; The Oakhamian; The School Council; Oakham School Nursery; Sanatorium; A.V.A. Centre; Postscript. Attached are A-Level results (appendix A), O-Level and A-Level results (appendix B), University Entrance (appendix C), a report to the Headmaster - Computing Department (appendix D). Thirteen pages A to M.

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.

A headmaster's annual report for the academic year 1980-1981. Contents: Registrations/Entry; The Upper and Middle School Houses; Jerwoods; Discipline; Staff; General Academic; The Departments; A-Level and O-Level; University Entrance; The Library; Drama; P.E. and Sport; Sports Centre; Chapel; Voluntary Service; C.C.F.; Duke of Edinburgh Award Scheme; Exploration Society; Sea Scouts and Guides; Senior Societies and Middle School Societies; Careers; Publicity and Local Relations; Audio-Visual Aids Centre; The Oakhamian; The Ashburton Hall; School Council; Sanatorium; Old Oakhamian Club; Oakham School Nursery; Postscript. Seventeen pages A to Q.

This sub-file consists of a letter from Robert Gregory enclosing photographs of the Centenary Inspection of the C.C.F. by The Duke of Gloucester in May 2010.

Recollections of Bill Harriman ('74)'s experience in Oakham School C.C.F. between 1969 and 1974. Two pages A and B.

A list of guests and a programme for the C.C.F. Annual Inspection on 16 May 1996.