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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.

A note from Roger Blackmore to T.M. Reay and George Kelsall regarding the visit of the National Youth Chamber Orchestra to Oakham School in August 1993; and a hand-written reply from George Kelsall regarding some outstanding work planned at the same time on campus.