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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.

A storage file with negatives of Roger Blackmore's photographs. A list of contents: C.C.F., Peter Witchell's Horn Concerto, Lincoln House charity, Heartbeat, swimming, School photograph, leavers, hockey, netball, chess, The Crucible.

Four pages (A to D) from a 1919 photo album, with captions below the photographs. Contents: Main entrance (School House), pupils after school fire, 1919; 'Tudor House' in Boughton; Rugby 1st XV, 1919; Burleigh gardens and pond; Old Hall and the quad; A cricket match; Lord French inspecting the cadets; St John's College; pupils in the quad; the Long Dormitory boys; a dog; Coates, 1919; pupils at the baths; Burleigh woods and hill; Market Place; F.C. Dwyer; Cricket 1st XI, 1919; The Rectory; C.F. Bayley.

A photographic album of the school (but mainly of Wharflands house) from the Talbot-Griffiths era. Photographs of various staff members, buildings, House prefects, scouts, sporting photos (steeplechase, water-polo, rugby), House photos (Wharflands), Drama photos (Midsummer's Nights Dream and Macbeth 1953), The 1953 Elizabethan Fair, Form 4A photo (1951 and 1953), The choir, the Memorial Library opening, a christening, the visit to RCAF N.Luffenham Swindells, and the proclamation of Queen Elizabeth II.

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

A bound copy of several Old Oakhamian Magazines from 1980 to 1984.

A bound copy of several Old Oakhamian Magazines from 1974 to 1979.

A bound copy of several Old Oakhamian Magazines from 1968 to 1973.

A bound copy of several Old Oakhamian Magazines from 1960 to 1967.

The Old Oakhamian Magazine, published in 1990. Contents: Summer Ball; A Proud Record; This Year's President; Annual Dinner; O.O. Day and A.G.M.; Regional Reunions; School News - Round-up; Endings; The Chapel;£50,000 in Five Years; Music; Drama; The Oakham Festival; C.C.F.; Duke of Edinburgh and OSEL;, Sport; Jolly Hockey Sticks; Wharflands in the Thirties; Wharflands in the Forties; Whatever happened to; Public School Reminiscences; Letters; New Members; Addresses; O.O. News; Engagements, Marriages, Births & Deaths; Obituaries; O.O. Sport; O.O. Lodge; Club Colours/School Shop; Notices; Diary Dates.