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

A booklet commemorating 30 years of Co-Education at Oakham School. Contents: message from John Buchanan, Up to 1970, the Concept of Co-Education, "There were a gallant lot", "For us, Co-Education is no an issue", "30 Years of Co-Education, highlights.

A letter from the Headmaster Tony Little to Parents regarding a review of the Winter term 2001. Contents: Achievements in Music and Drama; Debating; Sports; International Baccalaureate; Staff; Road Safety; E-mail; Next term.

A letter from the Headmaster Tony Little to Parents regarding a review of the Spring term 2001. Contents: Sporting achievements; Debating; Arts, Music and Drama; Mobile Phones; Pubs, Clubs and Alcohol; Match Day Information; Summer term events.

A bound copy of several Oakhamian Magazines from Winter 2000 to Summer 2002.

A bound copy of several Oakhamian Magazines from Spring 2005 to Winter 2006.

A bound copy of several Oakhamian Magazines from Spring 2009 to Summer 2011.

The items in this file are related to the Oakham School Charities Association but do not belong to a particular series.

A calendar for Hope HIV signed by notable Old Oakhamians.

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.