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A complete collection of Red Books - School lists and Calendars since 1959. Red books give information regarding pupils, tutor groups, teaching and support staff, school calendar and events, school rules, future trips and dates. Only two Red Books were never published, Summer term 2020 and Spring term 2021 as the UK was in lockdown (COVID-19) and pupils were not at School and had lessons online.

This file contains photographs owned by Rev Terence Treanor on various topics: House photographs, Sports team and school events and dinners.

This series focusses on the headmastership of Oliver Richard Sylvester Bull (1977-1984) and contains items relating to the life at School in the 1970s and 1980s, its staff and pupils. One of the files relates to Michael Stevens as Acting Headmaster for two terms in 1985.

This file contains various items created by Richard Bull or relating to his headmastership (1977-1984).

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 163 pages; a photograph of five girls performing Five Women Wearing the Same Dress on the cover; contents: Features, Academic, Performing Arts, Cover Story, Trips and Tours, Pastoral, Sport, Staff News, Old Oakhamian; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

This sub-series relates to licensing services, in particular of the School Chaplains.

A letter to Philip Robson from Jeremy Tomlinson concerning the payment and donatations to the school coming from Buchanan's estate. Attached is a letter to Dalton's solicitors concerning the same topic.

Bound copy of several Oakhamian Magazine; hard, black and red cover

This series focusses on the headmastership of Graham Smallbone (1985-1996) and contains items relating to the life at School in the 1980s and 1990s, its staff and pupils.

This series relates to the Finance Committee of the Trustees, in particular minutes of their meetings.