A headmaster's annual report for the academic year 1966-1967. Contents: Numbers; Staff; Academic; Chapel; Drama; Societies; C.C.F.; Sport; Careers; Health; Accommodation; Nursery Group; Old Oakhamians; General. Twelve pages A to L.

The Oakhamian Magazine, recording the Summer term 1934 (published in Winter term 1934). Contents: Editorial; School Notes; F.C.D.; The Chapel; The Library; Careers; 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. Nine double-pages A to I.

The Oakhamian Magazine, recording the Winter term 1988 (published in February 1989). Contents: Editorial; People - Places - Events; Drama; Work; OSCA; Oakham Association; Drama; Music; Sport.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Spring term 2006. Contents: School Notes; Features; Academic; Pastoral; Sport; Beyond Oakham; Foundation; Old Oakhamian.

The Oakhamian Magazine and Old Oakhamian Magazine, recording the Summer term 2018. Contents: News; Cover Story; Speech Day 2018; Lower School Prize Giving 2018; Features; Performing Arts; Trips and Tours; Pastoral; Activities; Sport; Staff News; Beyond Oakham; Old Oakhamian.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Summer term 2005. Contents: School Notes; Features; Academic; Pastoral; Sport; Beyond Oakham; The Old Oakhamian; The Foundation.

The Old Oakhamian Magazine, published in 1986. Contents: Editorial; This Year's President; Annual Dinner; O.O. Day; Regional Reunions; O.O.'s Visited in Australia; An Aussie at Oakham; School News; O.O. News; New Members; Address Changes; Engagements, Marriages, Births & Deaths; Obituaries; Rifle Club; Masonic Lodge; Club Colours/School Shop; Notices; Rugby Fixtures; Diary Dates; Careers. Twenty double-pages A to T.

A letter from the Headmaster Richard Bull to Parents regarding the Parent/Teacher committee, talks on careers, and future term dates.

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 1959-1960. Contents: Numbers; Staff; Activities; Health; Buildings and Grounds; Finance; General Remarks. Attached is a university awards report (appendix A). Nine pages A to I.