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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

A5 magazine, green cover; 43 pages; contents listed on the cover: Frontpiece, 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 Sept. 1927; with a photograph of the West Front of the Memorial Chapel

A5 magazine, green cover; 32 pages; contents listed on the cover: Editorial, List of Addresses of Members of the Old Oakhamian Club 1924, Meeting of Old Oakhamian Club, Old Oakhamian Luncheon, A Letter from the Headmaster, Cambridge Letter, Officers' Training Corps 1919-1924, A Weekend in Africa, Births, Deaths and Marriages, Old Oakhamian Matches, School Staff 1924

An edition of Matkin's almanack including a section on Oakham School on page 16.

This series focusses on the headmastership of Grosvenor Talbot Griffith (1935-1958) and contains items relating to the life at School in the mid-20th century, its staff and pupils.

This file focusses on various prospectuses published under the headmastership of Walter Lee Sargant in the early 20th century.

This file focusses on roll call lists from the early 20th century, under the headmastership of Walter Lee Sargant.

This series focusses on the headmastership of Walter Lee Sargant (1902-1929) and contains items relating to the life at School in the early 20th century, 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

School list and forms list, in order of examination and list of special prizes and distinctions