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A blue photo album containing photographs of the opening of Schanschieffs, retiring teachers, sports teams, the school orchestra, Oxbridge entrants, the 50th anniversary of Deanscroft/Haywoods, the Harvest Party, the Row Across Channel challenge, Sports Day and the visit of Garry Kasparov.

This collection covers the history of all the libraries of Oakham School as well as the creation and daily working of the archives.

The Library series has material relating to each regeneration of the library (Smallbone, War Memorial). There is a rich photographic record of the opening and daily running of the Smallbone Library accompanied by administrative documents such as catalogues.

Under the Archives series, material cover correspondence with external readers and research into the history of the school and its pupils. There are also archive committee meeting minutes which show the evolution of the archives from its inception in 2010.

Order of service of the service of thanksgiving for the life of Dr John Cheverton held at the School Chapel on 25 March 2011.

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 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 the Duke of Edinburgh's Award Scheme at Oakham School since 1973. Most of the collection focusses on the 1000th Gold Award celebrations in 2000 and the visit of Prince Philip.

This sub-series focusses on the celebrations for the 1000th Gold Award, and the visit of HRH The Duke of Edinburgh on 28 November 2000.

A programme for the visit of His Royal Highness The Duke of Edinburgh to Oakham School on 28 November 2000. Two double-pages A and B.

This contains photographs of the visit of HRH The Duke of Edinburgh and the celebration of the 1000th Gold Awards being awarded at Oakham School.

A photograph of Oakham School staff in 2002 under Headmaster Tony Little. The photograph is rolled and kept in its original green case.