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This collection covers the multitude of sports that pupils can do at Oakham School. Sports include cricket, rugby, hockey, athletics, netball and swimming as some of the richest in terms of items in the sub-series.

Most sub-series have a good photographic record of first teams, alongside comprehensive fixture and team lists. Some sub-series will contain correspondence, programmes and administrative documents.

There is an extensive collection of trophies and shields awarded to pupils and Old Oakhamians for their sporting achievements.

The Oakhamian Magazine, recording the Spring term 1963 (published in Summer term 1963). Contents: Editorial; School News; O.O. News; Avete; Speech Day; Societies; Music; Retreat - 1963; Comment; Face to Face no.2; Arduous Training 1963; The Combined Cadet Force; Scout Notes; Games; Letters to the Editor; Valete. Fourteen double-pages A to N.

A bound copy of several Old Oakhamian Magazines from 1985 to 1990.

Two bound copies of several Oakhamian Magazines from 1960 to 1963. Item A has a black cover; item B has a brown cover.

The Old Oakhamian Magazine, published in 1985. Contents: Editorial; This Year's President; Richard Bull; O.O. Quatercentenary Dinner; A.G.M. and O.O. Day; Regional Reunions; 1984 - A Personal View; The Royal Visit; A Pilot through the Shoals; Life in the Twenties and the Eighties; School News; O.O. News; New Members; Address Changes; Engagements, Marriages, Births & Deaths; Obituaries; O.O. Golfing Society; O.O. Rifle Club; O.O. Masonic Lodge; Notices; Club Colours/School Shop; Rugby Fixtures; Diary Dates; Late News; An Oakham Overture to Poetry. Twenty-three double-pages A to W.

The Old Oakhamian Magazine, published in 1987. Contents: A Very Good School; View From The Bridge; This Year's President; Annual Dinner; O.O. Day; Regional Reunions; School News - General; O.S.E.L.; Trevor and Sheila Case; Music; Drama; Attic Theatre Company; C.C.F.; Duke of Edinburgh Award Scheme; O.S.E.S.; Operation Raleigh; Kids come First; Round Britain Whizz; A Life of Undetected Crime; Sport; O.O. News; New Members; Address Changes; Engagements, Marriages, Births & Deaths; Obituaries; Our Oldest O.O.?; O.O. Golfing Society; O.O. Rifle Club; O.O. Lodge; Club Colours/School Shop; Notices; British P.S.A.; Victoria; A History of Oakham Rugby; Rugby Fixtures; Diary Dates; Careers Information. Twenty-one double-pages A to U.