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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 photocopy of a newspaper cuttings reporting the death of O.O. William Henry Weston who won 16 caps for England Rugby. And a hand-written list of O.O. who played rugby for County and England.

This file contains various fixtures cards, and full scoresheets and season reports from 1887.

A collection of nineteen scoresheets (B to T) recording scores of all the matches played by the School's Cricket 1st XI in the Summer term 2009. Also includes a team list of the John Blezard Memorial XI to play against Oakham School 1st XI (A); two sheets (U and V) recording bowling figures and batting averages.

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 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 1937 season, including matches for the 1st and 2nd XI cricket teams, as well as a list of Colours. Some results are hand-written.

A fixture card for the 1935 season, including matches for the 1st and 2nd XI cricket teams, as well as a list of Colours.

A fixture card for the 1933 season, including matches for the 1st and 2nd XI cricket teams, as well as a list of Colours. Some results are hand-written.

A fixture card for the 1932 season, including matches for the 1st and 2nd XI cricket teams, as well as a list of Colours. Some results are hand-written.