This file compiles reports and accounts of the Oakham School Charities Association since its inception in 1986 until 1999. The items give details on various charity events organised at school, on the charities and causes supported by the school and sums of money raised.

This series focusses on the headmastership of Rev William Spicer Wood (1846-1875) and contains items created by the headmaster himself as well as items relating to the life at School in the mid-19th century.

A headmaster's annual report for the academic year 1982-1983. Contents: Buildings; Afternoon Activities; Examinations; Academic Attitudes; The Environment; Discipline; Decem; School Marshal; Staff; Conclusion. Five pages A to E.

A headmaster's annual report for the academic year 1983-1984. Contents: Entry; The Houses; Discipline; Academic Attitudes; The Environment; The Staff. Five pages A to E.

A book containing Oakham School Exploration Society's report on the Svalbard expedition in 1979. Contents: The Expedition Concept, Aims, Area, Members and Budget; Fundraising; Approval; Food; Transport; The Expedition Diary; The Advance Parties; The Botanical Programme; The Ornithological Programme; The Physiological Programme; The Snow and Ice Programme; The Adventure Programme; Medical Report; The Final Stage; The Rear Party; Communications; Insurance; Lecture and Reception; Individual Contributions.

A booklet containing Oakham School Exploration Society's report on the Zambia & Zimbabwe expedition in 1995. Contents: Expedition Members; Maps; Diary; Lists of Mammals and Birds.

This file relates to the Headmaster's Annual report to the Trustees, from the 1950s to 1980s. The reports cover all aspects of School, academic, examination results, extra-curricular activities, Estates and Maintenance, staff and individual faculty report, vision for the future of the School. All reports are private and confidential.

A paper written by Graham Smallbone on the organ in Chapel, revised for the full meeting of Trustees following the Financial & General purposes Committee Meeting. Contents: Decline and Fall; Solutions, The Pipe Organ; The Alternative; and Conclusion.

This sub-series contains various journals and reports of expeditions organised by Oakham School Exploration Society in the 1970s and 1990s.

This file focusses on reports by John Buchanan for the Jerwood Foundation, in the 1970s-1980s.