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This sub-series focuses on photographs of boys in School House since the 1940s.

A photograph of the boys in School House in the academic year 1978-1979, under the Housemaster Nigel Webb.

A list of the Housemasters of School House from 1951 to 2001.

A 'Thank 'you' card from Seventh form boys to Nigel and Caroline Webb, School House Housemaster, with their signatures.

A collection of photographs and art work of College House, formerly the Old Vicarage, which was the Sanatorium before becoming the first girls' boarding house in 1971. Also contains a large file on the architecture and history of the building.

This file focusses on artwork of College House, including drawings and a watercolour.

A copy of a drawing of College House and the Chapel in 1968 by John Suraswadi, with a note from John to Patrick from 2009.

A storage file with negatives of Roger Blackmore's photographs. Contents: Oakham Festival '90; Staff; Athletics and Sports Day; Speech Day guest; Lectures; Swimming; C.C.F.; Chess; Hockey; School Campus. Negatives A to JF.

Four identical letters (A to D) from Headmaster Graham Smallbone and four other members of staff - Roger Blackmore, Nigel Webb, John Buchanan and Rev Terence Treanor- to Old Oakhamians. Attached is a mailing list (E).

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.