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This series is related to the buildings on the School campus and documents their history. Most of the collection is made of photographs and artwork, as well as architectural plans. Each sub-series focusses on a different building.

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 163 pages; a photograph of a boy rock-climbing in Wales on the cover; contents: News, Academic, Trips and Tours, Performing Arts, Pastoral, Activities, Cover Story, Sport, Staff News, Old Oakhamian; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

A collection of documents, including photographs and commemorative plaques, relating to the School's cricket pavilions on Doncaster Close since the 19th century.

A collection of photographs and architectural plans of the Music School since its opening in 1984.

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 161 pages; a photograph of two boys canoeing on the cover; contents: Staff News, Features, Trips and Tours, Academic, Performing Arts, Pastoral, Community Activities, Sport, Foundation, Old Oakhamian, ; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

A collection of photographs and other documents relating to the history of the Art and Design buildings. On 25th April 2009, the Jerwood School of Design was officially opened, even though it had been in use since September 2008 by teachers and pupils. It was built on the site of maintenance yard garages, adjacent to the Sports Hall.

This series focuses on Stevens House pupils and staff since its opening in 1989 after the conversion of Deanscroft, a former boys' boarding house. Most of the series is made of photographs, house photographs as well as more informal photographs focussing on house events.

This file focusses on letters received/sent by the Headmaster Tony Little during his headmastership (1996-2002).

This photographic series focuses on the history of the chapel since the laying of the foundation stone. It documents its building and opening, services held in the Chapel and objects used in everyday services.

This file focusses on photographs of the Music School throughout the years.