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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 fixture card for all the boys' sports in the Summer term 1982. Including Cricket, Athletics, Golf, Sailing, Shooting, Swimming and Tennis matches.

A fixture card for the 1984 season containing the fixtures for the 1st, 2nd, Colts XI (U16 and U15) and U14 and U13 cricket teams, as well as interhouse matches.

A fixture card for the 1989 season containing the fixtures for the 1st, 2nd, Colts XI (U16 and U15) and U14 and U13 cricket teams, as well as interhouse matches.

A fixture card for the 2002 season containing the fixtures for the 1st, 2nd, 3rd, U16, Colts, Junior Colts, U13, U12 and U11 cricket teams, as well as interhouse matches.

A fixture card for the 2004 season containing the fixtures for the 1st, 2nd, 3rd, U16, Colts, Junior Colts, U13, U12 and U11 cricket teams.

A fixture card for the 2008 season containing the fixtures for the 1st, 2nd, 3rd, U16, U15, U14, U13, U12 and Mosquitoes C.C. cricket teams.