A headmaster's annual report for the academic year 1985-1986. Contents: The School Year; Second Master's Report; Registrar's Report; Registrations/Entry Numbers; Director of Studies' Report; Scholarship Report; Christopher Dixon Prize; University Entries; A- and O-Level results; The Departments; Prep Schools Liaison Report; The Houses; Examination Administration; Drama and the Theatre; Careers; The Chaplaincy; A.V.A. Centre; Ashburton Hall; The Sanatorium; Library; The School Council; The Oakhamian; Old Oakhamian Club; Nursery School; Playing Fields; The Sports Centre; Afternoon Activities and Societies; Exploration Society; The Teaching Staff; OSEL/Public relations/Appeals; Conclusion. Attached are A-Level results (appendix C), O-Level results, Scholarship Awards (appendix A), Bursaries, University Entries (appendix B). Thirty pages A to AD.

A photograph of Ian Prendergrast, Art & Design teacher.

A photograph of Martin Minshall standing outside the Art & Design Centre. Date is unknown. A note at the back of the photograph mentions that it was used in a Rutland Times and an Oakhamian Magazine features.

A booklet celebrating Ian Prendergrast's time at Oakham School, from 1990 to 2018.

A newssheet from the Headmaster Richard Bull listing the achievements and events of the Winter term 1984.

This file focusses on photographs of the Art block and the Design & Technology Centre in the 1970s.

This sub-series gathers speeches delivered during the Millennium celebrations.

A pair of bronze candelabras designed and manufactured by the Art & Design Department, Wendy Greaves and Mark Stephens in particular, funded by Old Oakhamians for the Millennium. Two candelabras A and B.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Winter term 2004. Contents: School Notes; Features; Academic; Pastoral; Sport; Beyond Oakham; The Old Oakhamian; The Foundation.

The Oakhamian Magazine, recording the Winter term 1994. Contents: Farewells & Choir; Library; Houses; Lab-Oratory; Duesbury-Bowes Lecture; Art News; Performing Arts & Languages; Girls Sports; Sports Results; Boys Sports; Old School.