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A press cutting regarding the daily life at Oakham School in the Victorian era and regarding the article "Oakham School 140 years ago" by John Barber published in the Rutland Record no. 3.

The Oakhamian Magazine, recording the Winter term 1966 (published in Spring term 1967). Contents: School News; Avete; Term's Eye View; Drama; Careers; Music; Saas Fee 1967; Around the Societies; Literary; We Pay our Respects to; Games; The Combined Cadet Force; O.O. News; Correspondence; Valete.

This series focusses on the headmastership of Rev Edward Vere Hodge (1879-1902) and contains items relating to the life at School in the late19th century, its staff and pupils. The series contains some of the earliest photographs of Oakham School's collection.

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 series focusses on the headmastership of John David Buchanan (1958-1977) and contains items relating to the life at School in the 1960s and 1970s, its staff and pupils. The bulk of the series consists of books, publications, letters, speeches and sermons written by Mr Buchanan himself.

This sub-file focusses on two letters between the Headmaster, John Buchanan, and C.H. Gadney, Chairman of the East India, Sports & Public Schools Club regarding membership to the Club, and the Club Committee.

A letter from the Headmaster, John Buchanan, to C.H. Gadney, Chairman of the East India, Sports & Public Schools Club, regarding the creation of the Club, nominating one member of the Club to represent the School, and thanking him for his help with the Speech Day Visitor.

This sub-series focuses on letters related to the history of Wharflands house, its pupils and staff.

This file focusses on letters sent/received by John Buchanan, chiefly during his headmastership (1958-1977).

The Oakhamian Magazine, recording the Summer and Autumn terms 1981. Contents: Editorial; School News; Talbot Griffith; Religion; Prize winning Letter; Letters to the Editors; Profiles; Features; French Folies; Creative Writing; The Four Elements; Art & Design; Music; Drama; Societies; Ventures at Home & Abroad; Sport; University & Careers List.