This series focuses on School House pupils and staff in the 20th century. Most of the series is made of house photographs, various informal photographs as well as records books and punishment books.

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 file focuses on the correspondence between Oakham School and organ builders, including Peter Collins Ltd, since 1990 and giving an insight as to the building and installation of the new organ in the School Chapel. Some letters were sent/ received between the Headmaster Graham Smallbone and the White and Lea families regarding an inscription in memory of David White and Henrietta Lea.

This series focuses on Wharflands pupils and staff since its opening in 1920. Most of the series is made of house photographs, various photographs of Housemasters and administration documents.