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A book about the school including its history as well as contemporary daily life of the pupils.

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

A prospectus for the school including names of trustees and staff, information on the school, boarding, the library, societies, terms, holidays, health, scholarships and prizes. Items A to C

Order of service for the Oakham School Carol service in the School Chapel in December 1956.

A5 magazine, green cover, highly discoloured; 20 pages; contents listed on the cover: Editorial, Members of the Old Oakhamian Club 1907, Old Oakhamian Notes, Old Boys' Matches, O.O. Club Accounts

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

Magazine named "The Old Oakhamian", on paper, stappled; 7 pages; contents: Editorial, Annual Meeting, Annual Dinner, Regional Meetings, O.O. Golfing Society, War Memorial Fund, School News, Engagements, Births, Marriages, Deaths, Obituaries, New Members, Changes of Address, Notices, Correspondence; with 1 loose document: an invitation to Old Boys' Day 29/07/1950

Magazine named "The Old Oakhamian", on paper, stappled; 8 pages; contents: Editorial, The Annual Dinner, Quinquennial Meeting, Regional Meetings, O.O. Golfing Society, School News, O.O. Notes, Engagements, Births, Marriages, Deaths, Obituaries, Notices, Correspondence

A5 magazine, white cover with the badge of the school on the cover; 32 pages; contents listed on the inside cover: Editorial, Annual General Meeting, Annual Dinner, Regional Meetings, O.O. Fund, The War Memorial Library, School News, O.O. Notes, Fr. Louis Merton, Oakham, Uppingham and St. Olave's, Engagements, Births, Marriages, Deaths, Obituaries, New Members, Changes of Address, Review - A Chindit Story, Notices, Golf; with a photograph of John Haywood on Doncaster Close, a photograph of a C.C.F Gunnery Demonstration