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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 mongraph written by Brian Needham recording the School Girls' and Boys' Hockey 1st XI statistics and their history from 1903 to 2012.

A group of 430 slides taken by Jim Bride for the project "Sights and Sounds of Oakham School" between 1975 and 1976. Slides show staff and pupils in houses, on campus and in lessons, buildings, sporting events and other aspects of everyday life at school.

This series contains files of slides, taken at different time and by different creators, all showing the everyday life at Oakham School.

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.

A storage file with negatives of Roger Blackmore's photographs. Contents: Oakham Festival '90; Staff; Athletics and Sports Day; Speech Day guest; Lectures; Swimming; C.C.F.; Chess; Hockey; School Campus. Negatives A to JF.

A storage file with negatives of Roger Blackmore's photographs. A list of contents: golf, Graham Smallbone, netball, the organ, cross country, Brisbane, football, hockey.

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 red photo album containing photos of several pupils an staff members, the Chapel, the Opening of Stumps and team photographs.

This collection highlights the achievements of Old Oakhamians after they have left Oakham School.