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A modern transcript of a letter from William Spicer Wood, Headmaster of Oakham School, and Edward Thring, Headmaster of Uppingham School, addressed to the Governors of both schools regarding the relation between schools and their future as separate institutions.

Article published in Oakham School Magazine, Spring 1884, vol.1, sharing early remembrances of the life at school in the 1870s.

A photocopy of a report from a Government Commission, chapter on the County of Rutland, pages 123-131, regarding the education at Oakham and Uppingham Schools in the 1860s. Includes information on the daily life, buildings, punishment, lessons, prizes, sports, entry into universities, staff, curriculum, and admissions. Nine pages A to I

Oakham School Magazine, recording the Summer term 1902 (published in Winter term 1902). Contents: Editorial; School Notes; In Memoriam; Prize distribution and Speech Day; Letter from South Africa; Cricket. Nine double-pages A to I.

A photocopy of a cutting from a History regarding the Schools Inquiry Commission's report on Oakham School in the 1860s. Half of the article is missing.

A programme for an amateur performance given by the students to celebrate the opening of the new buildings of Oakham Grammar School on 8 September 1858.

A bound copy of several Oakhamian Magazines from 1900 to 1904.

A bound copy of several Oakhamian Magazines from 1902 to 1904.

Old Oakhamian Calendar, published in 1930. Cover with contents: Frontispiece; 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. Eighteen double-pages A to R.

A bound copy of several Oakhamian Magazines from 1902 to 1910.