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This series is related to the buildings on the School campus and documents their history. Most of the collection is made of photographs and artwork, as well as architectural plans. Each sub-series focusses on a different building.

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 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.

A small black book containing staff list, school list and school calendar; quatercentenary edition; hand-written notations

Bound Copy of several Old Oakhamian Issues; red, hard cover

A5 magazine, red cover with the badge of the school on the cover; 85 pages; contents listed inside: Editorial, This Year's President, Richard Bull, O.O. Quatercentenary Dinner, A.G.M. and O.O. Day, Regional Reunions, 1984 - A Personal View, The Royal Visit, A Pilot through the Shoals, Life in the Twenties and the Eighties, School News, O.O. News, New Members, Address Changes, Engagements, MArriages, Births, Deaths, Obituaries, O.O. Golfing Society, O.O. Rifle Club, O.O. Masonic Lodge, Notices, Club Colours/School Shop, Rugby Fixtures, Diary Dates, Late News, J.D.B.'s "An Oakham Overture to Poetry", Centre Section - Oakham School Campus 1985; with photographs of the Royal Visit, portraits of Graham Smallbone, S.G. Schanschieff, a photograph of 5 old masters; with a loose document:a programme of the Old Oakhamian Day 08/06/1985; bottom o page 77 has been cut off

A small red book containing staff list, school list and school calendar

A copy of the Oakham School red book owned by Terence Treanor. Winter Term.