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A collection which charts the various societies and activities available to pupils at Oakham School. Documents include photographic records and correspondence for different societies. Topics include chess, CCF/OTC, scouts, Duke of Edinburgh Award, Oligoi , Exploratory Society, and trips and expeditions.

The multiple series contain administrative documents for the various societies and certain series, such as Duke of Edinburgh Award and CCF/OTC have excellent photographic record of formal or informal events.

There is a particularly detailed series on Chess and the event of Gary Kasparov's visit to the school.

There is a good collection of shooting medals and trophies, kindly donated by Henry Blagg.

This series relates to the history of Oakham School Army, Naval and Air Force contingents since 1910, and of the Boy Scouts. Most of the collection is made of photographs from the mid-20th century.

A collection of invitation and programme for the C.C.F. Biennial Inspection on 5 May 2006, as well as correspondence from the Foundation to guests, and letters from guests to the School regarding the event.

A letter from Air Commodore J.A. McLoughlin to Martin Minshall congratulating him on a successful day at the C.C.F. Inspection and Reunion on 5 May 2006. Two pages A and B.

A letter from Michael Stevens congratulating Martin Minshall on a successful day at the C.C.F. Biennial Inspection on 5 May 2006 and mentioning a letter from Air Vice-Marshal Crwys-Williams.

A letter from Robert Gregory to the Headmaster Dr Joe Spence thanking him for an enjoyable day at the C.C.F. Biennial Inspection and Reunion on 5 May 2006.

A letter from Max Heron to the Headmaster Dr Joe Spence congratulating him on the C.C.F. Biennial Inspection and Reunion on 5 May 2006.

A letter from Martin Minshall, Director of the Foundation, to guests inviting them to the C.C.F. Biennial Inspection, with a reply slip to cut off.

A letter from Air Vice Marshal Anthony J. Stables thanking Martin Minshall, Director of the Foundation, for the memorable day that was the C.C.F. Inspection on 5 May 2006.

A letter from Robert Gregory to Martin Minshall congratulating him on a wonderful occasion and enjoyable lunch at the C.C.F. Biennial Inspection on 5 May 2006.