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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.

A letter from David McIntosh to Jon and Kim Wills sending his sympathy and support, related to Henrietta Lea's accident.

A photograph of boys playing tennis at the back of Wharflands house, possibly in the 1960s. The photograph was taken by Photo-Reportage Ltd and the number of print is stamped on the back: 157518.

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.

A photograph showing boys reading books and the newspaper, sat outside the Deanscroft Beach Studies, probably in the 1960s. The photograph was taken by Photo-Reportage Ltd and the number of print is stamped on the back: 147807.

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.

This series focuses on the boarding boys in Deanscroft, since its opening in 1948. The Headmaster himself was Housemaster, until 1971. Deanscroft boarding house was closed on Speech Day 1989, prior to its conversion into Stevens, a boarding house for girls. The boarding boys were moved to the newly built Haywoods House on Kilburn Road. The items include the complete set of house photographs and informal photographs showing boys around the house and on campus, as well as duty records.

A translation of the 1587 Foundation Grant of Oakham and Uppingham Schools. The book contains an introduction by Arthur Hawley, a history of the Hospitals and a history of the Foundation Grant. The translation starts p.25.

A letter from Sir Kenneth Lewis DL MP thanking John Barber for sending a copy of his book "The Story of Oakham School".

A letter from Gaie Owen thanking John Barber for sending his book "The Story of Oakham School".