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A book about the school including its history as well as contemporary daily life of the pupils.

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

This series focusses on the headmastership of Dr John Doncaster (1808-1846) and contains items created by the headmaster himself as well as items relating to the life at School in the early 19th century and Old Oakhamians, in particular James and Augustus Padley.

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.

The Rutland Times, Issue no. 462, Independence Souvenir Special, with reports on the celebration for the independence of Rutland

This series focusses on the headmastership of Dr Joe Spence (2002-2009) and contains items relating to the life at School in the 2000s, its staff and pupils.

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.

A prospectus including list of Trustees and staff. Contents: Subjects, Upper School, Lower School, Examinations, Boarding Houses, Library, Games, Extras, Terms, Holidays, Infectious disease, Scholarships, Exhibitions and Prizes. Items A to C

A prospectus for the school including names of trustees and staff, information on the school, boarding, the library, societies, terms, holidays, health, scholarships and prizes. Items A to C

A prospectus for the school including information on the curriculum,games, health and holidays.