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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 letter from O.O. J.A.S. Taylor to Brian Welford regarding his sporting career and some school memories; enclosed are photocopies of pages from Mr Taylor's scrapbook containing cuttings on his rugby career in the 1930s. Nine pages A to I.