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An account of Oakham School with illustrations written by the Headmaster, Walter Lee Sargant in the early 20th century. Contents: Preface; Foundation and Old School; Curriculum and Examinations; Boarders and Houses; Notes on School Life; The Junior House.

A prospectus promoting studying at Oakham School in 1902. Contents: Trustees & Staff; Subjects; Upper School & Lower School; Examinations; Boarding Houses; Library, Games & Extras; Terms; Holidays; Infectious Disease; Scholarships, Exhibitions & Prizes. Three double-pages A to C.

This file focusses on roll call lists from the late 19th century/early 20th century, under the headmastership of Rev Edward Vere Hodge.

This file focusses on various items published under the headmastership of Rev Edward Vere Hodge in the late 19th century.

This file focusses on various items relating to the history of Oakham School, its pupils and Old Boys, under the headmastership of Rev Edward Vere Hodge.

This file focusses on various items relating to G. Talbot Griffith and life at School during his headmastership. The bulk of the file relates to the visit of Prince Philip in 1957.

Old Oakhamian Calendar, published in 1927. Cover with contents: Frontispiece; Editorial; Names and Addresses of Members of the Old Oakhamian Club; Annual Dinners; Presentation to Mr J.C. Clark; The Headmaster's Letter; Cambridge Letter; Review of School Games, 1924-1927; Mr J.C. Clark's Trip to Canada; Births, Deaths and Marriages; Old Oakhamian Notes; Cricket and Football Matches; School Staff - September 1927. Thirteen double-pages A to M.

The Old Oakhamian Magazine, published in 1932. Contents: Annual Dinner; Cricket, Football and Fives; The Golfing Society; The School, 1931-1932; George; New Members; Births, Deaths and Marriages; Obituary; O.O. Notes; Notices; Football Fixtures, 1932-33. Two double-pages A and B.

The Old Oakhamian Magazine, published in 1958. Contents: Editorial; This Year's President; Annual General Meeting; Annual Dinner; Regional Meetings; O.O. Fund; G.T.G.; School News; O.O. Notes; 19th Century School; Engagements, Births, Marriages & Deaths; Obituaries; New Members; Changes of Address; Notices; Golf. Ten double-pages A to J.

The Old Oakhamian Magazine, published in 1960. Contents: Editorial; This Year's President; Annual General Meeting; Annual Dinner; Regional Meetings; School News; O.O. News; Engagements, Marriages, Births & Deaths; Obituaries; New Members; Changes of Address; Notices; Golf; Stop Press. Eleven double-pages A to K.