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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 sub-series focuses on the Johnsons' Parents Association. The bulk of the collection is minutes of meetings from 1976 to 1997.

This sub-series contains house magazines written by the boys of Peterborough House. The magazines includes house news of the term, reports on interhouse competitions, drawings, poems and cross-words, and reports on the life in house.

This sub-series focusses on various documents related to the everyday life in Peterborough House, such as reports on epidemics and discipline cards.

This sub-series is related to various photographs of Round House girls since 1974. It shows the girls in more informal events, such as Non-Uniform day, Leavers' balls, and various house events.

This sub-series gathers programmes of recitals and concerts performed by the Oakham School Choir.

This sub-series relates to various services of baptism and confirmation held at the School Chapel. The largest file contains orders of service for Confirmation services.

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.

This sub-series relates to the history of Old School, oldest building of Oakham School, in Cutts Close park. It is made of a collection of photographs and art work; of newspaper cuttings and letters, mostly relating to the debate concerning the refurbishment of the building and preserving the frescoes painted by Mary Sargant Florence.

This sub-series is made of various informal photographs of the boys in Deanscroft, especially in the 1960s. It also contains items related to the 50 years Anniversary celebration of Deanscroft & Haywoods House, including a tie designed for the special occasion.