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A School list for the Winter term 1925 organised from Form VI to Form I, for School House, Wharflands, Greylands, Junior House, Miss Daniell's House, the Limes and the Day Boys.

A speech given by Headmaster John Buchanan on Speech Day 1966, paying tribute to the Guest, Sir Thomas Armstrong, discussing the building programme and the Music School, the new innovation that is College House, and boarding matters. The speech is typed, with hand-written notations. Six pages A to F.

A prospectus promoting studying at Oakham School in 1922. Contents: Trustees & Staff; Brief History of the School; Subjects of Instructions; Boarding Houses; Buildings; Scale of Fees; Health; Scholarships and Exhibitions.

A copy of the 1881 British Census for Oakham School, including names, ages, birthplaces, family and current addresses. Eight pages A to H.

This file focusses on various prospectuses published under the headmastership of Walter Lee Sargant in the early 20th century.