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This series focusses on the headmastership of Rev William Spicer Wood (1846-1875) and contains items created by the headmaster himself as well as items relating to the life at School in the mid-19th century.

A photocopy of a cutting from a history regarding an Usher Report mentioning numbers, fees. Possibly from Wood's headmastership. Hald of the article is missing.

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.

A5 magazine, green cover; 63 pages; contents listed on the cover: Frontpiece, Editorial, Names and Addresses of Members, Annual Dinners, Headmaster's Letter, Mr. J. Story's Letter, Quinquennial Luncheon and Meeting, Resignation of Mr. W.L. Sargant - An Appreciation, "The Captain of the Ship", Presentation to Mr. W.L. Sargant, Cambridge Letter, The Book of Oakham School and The Register, Births, Marriages and Deaths,Cricket, Football and Shooting Matches, The Golfing Society, Club Notices, School Staff; with a photograph of Scriven, Douglass, Jerwood, Sragant, Hodge and Mrs Hodge

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

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 reminiscences of life at Oakham School in the second half of the 19th century.

A5 magazine, stappled; pages numbered 50 to 79; bordered cover with contents: Editorial, School Notes, In Memoriam, Prize distribution and Speech Day, Letter from South Africa, Cricket

Bound copy of several Oakhamian Magazine; hard, black cover

Bound copy of several Oakhamian Magazine; hard, black cover