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This file focusses on letters sent or received by William Spicer Wood, Headmaster, in the mid-19th century.

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 Graham Smallbone (1985-1996) and contains items relating to the life at School in the 1980s and 1990s, its staff and pupils.

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 photocopy of a report of Government Commission regarding the education at Oakham and Uppingham schools. Includes information on the tone of the school, daily life, buildings, punishment, lessons, prizes, sports, entry into universities, staff, curriculum, and admissions. Items A to I

This file focusses on official reports published on the life at Oakham School in the 1860s.

A roll call of the summer term including names of trustees, teachers, upper, middle and lower school, and prizes given out for subjects and awards. Items A to E

Staff and Trustees list and school roll per forms, including successes at the Royal Drawing Society Exam and Oxford and Cambridge examinations. Items A to E

Staff and Trustees list and school roll per forms, including successes at the Royal Drawing Society Exam and Oxford and Cambridge examinations. Cover detached from the booklet. Items A to E

A photocopy of transcript of letter to Trustees from Edward Thring (Uppingham) and William Wood (Oakham) regarding the state and future of the school. Found in P.Wilkinson, Coventry College of Education 1976.