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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.

This file relates to the opening and renaming of new dorms in School House and shows families and friends of Old Oakhamians cutting the ribbons and the following celebration in the small Barraclough and in Stumps.

Order of service for the marriage of Kim Mortimer and Jon Wills, P.E. teachers, in the School Chapel on 23 July 1983.

A letter from Simon Camamile to Jon and Kim Wills thanking them for the visit to School House and naming the rooms after his family.

This sub-series relates to weddings celebrated in the School Chapel over the years.

This sub-series contains letters related to School House. The items relate to the 2004 naming ceremony of rooms in School House.