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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.

This series focuses on the history of the organs in the School Chapel, from the first one installed in 1930 to the current instruments built in 1993.

This series focusses on the history of Oakham School Nursery, established for staff children. Most of the items are photographs from 1987 to 2001, when the Nursery was closed.