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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 collection of documents, including photographs and commemorative plaques, relating to the School's cricket pavilions on Doncaster Close since the 19th century.

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.

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.

A photograph of the guests, staff and former staff, attending the celebration of the 50 years of Deanscroft/Haywoods in 1998.

A guest list and a photograph of the Deanscroft-Haywoods transfer and the Deanscroft 50 years anniversary.

This series focuses on the boarding girls in Orchard Close (built in 1929), later Buchanans House. It became a girls' boarding house in early October 1975 and Michael Stevens was its first Housemaster. It was renamed Buchanans House in Summer 1977, following the retirement of Headmaster J.D. Buchanan. Work was completed on Buchanans house in 1982 and the extension was ready for occupation in January 1983. The house was first a Seventh Form house and transitioned to a Middle School house in the 1980s.

A box of ephmera from Buchanan's House.

A blue photo album of Oakhamians and visitors: Schanschieff's Opening; Little, Alan Duncan MP, Wiliam Hague MP, Tom Lazur, Poppy Moore, Lord Sebastian Coe, Graham Lee, Martin Johnson, Ben Wheeler, Roger Blackmore, Philip Coates, Sheila Hardy, Jane Matthews, Margaret Cousins, Gary Kasparov, Pert, David Garner, Daniel Hyde, Matthew Pilling, Nicholas Branston, sports teams, pupils, a play

Storage file with negatives of Roger Blackmore's photographs. A list of contents: football, St Neots, Mullinger Wedding, halloween, rugby, Italy, Germany