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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.

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

A collection of documents, including photographs and commemorative plaques, relating to the School's cricket pavilions on Doncaster Close since the 19th century.

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.

A copy of the Oakham School red book owned by Terence Treanor. Notes and annotations on the inside. Winter term.

A series of minutes from meetings of the Finance and General Purposes sub-committeee.

This series relates to the history of the Oligoi Club at Oakham School.

This sub-series focusses on photographs of the boys in the Oligoi Club.

Bound Copy of several Old Oakhamian Issues; red, hard cover; with a library stamp, the accession code 10882 and the code 8JNX

A5 magazine, white cover with the badge of the school on the cover; 46 pages; contents listed on the inside cover: Editorial, This Year's President, Annual Dinner, Annual General Meeting and O.O. Day, Regional Meetings, School News, Gordon Purdy, O.O. News, Engagements, Marriages, Births, Deaths, Obituaries, New Members, Changes of Address, Masonic Lodge, Notices, Diary Dates, Golf; with a portrait of T.H. White, a photograph of Rev. F.H. Jerwood; with 4 loose documents: an invitation to Old Boys' Day on 17/06/1972, an ad for Furley and Hassan Limited, a letter from John Buchanan, a letter from Denis Giuseppi