A headmaster's annual report fro the year 1982-1983, 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, report from the Computing Department

A headmaster's annual report fro the year 1983-1984, 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 and academic scholarships

Annual report for the year 1958-1959, including the school numbers, staff changes, Activities, Health, Accomodation, Finance, General Remarks.

Annual report for the year 1960-1961, including the school numbers, staff changes, Activities, Health, Accomodation, General Remarks. With an appendix: General planning review

Annual report for the year 1966-1967, including the school numbers, staff changes, Academics, Chapel, Drama, Societies, C.C.F., Sport, Careers, Health, Accomodation, Nursery Group, Old Oakhamians, General Remarks.

Minutes of a Parent/Teacher Committee meeting held on 21 February 1979 in Old Hall. Contents: Matters arising from the minutes; Structure and Purpose of the Parent/Teacher Committee; Any Other Business; Representation of the Committee; Date of the next meeting.

A5 magazine named The Oakhamian, stappled; 32 pages; contents on the inside cover: Editorial, School Notes, F.C.D., the Chapel, the Library, Careeres, the Photographic club, Philatelic Society, Debating Society, Reading Society, Music Notes, Art, Scout Notes, O.T.C., Cricket, Football, Swimming Sports, Golf Notes, Contributions, Cambridge Letter, London Letter, O.O. Notes, Acknowledgments

A4 Magazine named "Oakhamian - February 1989", stappled; plain, red cover with grey letters; 40 pages; contents: Editorial, People Places Events, Drama, Work, OSCA, Oakham Association, Drama, Music Sport; with various photographs of staff, pupils, plays, sports, trips

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 97 pages; a photograph of Tom Croft and Matt Cornwell wearing England U21 jerseys on the cover; contents: School Notes, Features, Academic, Pastoral, Sport, Beyond Oakham, Foundation, Old Oakhamian, ; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 163 pages; a photograph of the choir singing Brahms on the cover; contents: News, Features, Academic, Trips and Tours, Performing Arts, Pastoral, Community Activities, Staff News, Sport, Beyond Oakham, Old Oakhamian, Foundation ; with various photographs of staff, pupils, house events, plays, sports, trips, buildings