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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.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Summer term 2007. Contents: School Notes; Features; Academic; Pastoral; Sport; Beyond Oakham; Foundation; Old Oakhamian.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Winter term 2008. Contents: Staff News; Features; Academic; Pastoral; Sport; Beyond Oakham; Foundation; Old Oakhamian.

The Oakhamian Magazine and Old Oakhamian Magazine, recording the Summer term 2012. Contents: Staff News; Trips and Tours; Features; Academic; Performing Arts; Pastoral; Community Activities; Sport; Beyond Oakham; Foundation; Old Oakhamian.

A bound copy of several Oakhamian Magazines from Summer 1993 to Summer 1997.

The Old Oakhamian Magazine, published in October 1996. Contents: National 2 - RSC 2; O.O. Day 1996; Summer Holiday Success; Births, Engagements, Marriages & Deaths; Obituary; O.O. News; Lucy Pearson; Library; Lewis Moody; Chess.

A bound copy of several Oakhamian Magazines from Winter 2011 to Summer 2014.

A bound copy of several Old Oakhamian Magazines from 1994 to 2002.

A bound copy of several Oakhamian Magazines from Spring 2007 to Winter 2008.