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This sub-series relates to the history of Old School, oldest building of Oakham School, in Cutts Close park. It is made of a collection of photographs and art work; of newspaper cuttings and letters, mostly relating to the debate concerning the refurbishment of the building and preserving the frescoes painted by Mary Sargant Florence.

A prospectus for the school including staff list, trustees, the history of the school, information on the timetable, uniform, holidays, chapel, boarding, curriculum, Libraries, games, admission, scholarships, day boys and pocket money. Includes some photographs of the school. Items A to H

A prospectus for the school including staff list, trustees, the history of the school, information on the timetable, uniform, holidays, chapel, boarding, curriculum, Libraries, games, admission, scholarships, day boys and pocket money. Inside are a bookle on the rules of the Old Oakhamian Club and a membership slip. Items A to K

A prospectus for the school including the history of the school, information on the timetable, uniform, holidays, scouts, CCF, boarding, curriculum, games, admission, scholarships, day boys and pocket money. Items A to F

A prospectus for the school including staff list, trustees, the history of the school, information on the timetable, uniform, holidays, chapel, boarding, curriculum, Libraries, games, admission, scholarships, day boys and pocket money. Also includes clothes list, rules for the Old Oakhamian club, programme for speech day, admission form and note regarding photographs. Items A to O

A prospectus for the school including staff list, trustees, the history of the school, information on the timetable, uniform, holidays, chapel, boarding, curriculum, Libraries, games, admission, scholarships, day boys and pocket money. Also includes a photograph of the Sanatorium. Items A to I

A prospectus for the school including staff list, trustees, the history of the school, information on the timetable, uniform, holidays, chapel, boarding, curriculum, Libraries, games, admission, scholarships, day boys and pocket money. Also includes several photographs of around the school, and a sketch of rugby players. Items A to R

Spiral bound booklet containing a review of Oakham School C.C.F. by Captain R.M. Davies. Contents: A short narrative story, Officers, SSIs and Helpers, Annual Camps, Inspecting Officers, Exams, Numbers and Training, Shooting, Band and Drums and Parades