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A collection of photographs and art work relating to the whole School Campus, in particular aerial photographs from 1937 of the School and the town, and a file of individual photographs of buildings around the campus. The oldest items in this sub-series date back to the 19th century.

This series focusses on recreational events for staff by the Common Room and by Oakham School Enterprise Ltd, such as Christmas Parties, Burns Night and swimming pool sessions, from 2005.

A collection of documents, including photographs and commemorative plaques, relating to the Sports Centre, opposite Wharflands, opened in Winter 1972. A new modern indoors swimming pool was built in 1976.