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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 black and white photograph of the shooting range, believed to be in Buchanan's era. Shows pupils practicing.

This sub-series focusses on photographs of Oakham School 1st Shooting VIII, mostly during the 1950s and 1960s, as well as teams competing in the Ashburton Competition at Bisley.

This series relates to the History of Shooting at Oakham School. The collection is made of team photographs, score books and ephemera relating to successes at Bisley. The collection spans from the 1950s to 1980s.

A collection of documents, mainly photographs, of Deanscroft house.
Deanscroft in the 19th century was a Jacobethan hunting lodge. In 1946, the Headmaster, G. Talbot Griffiths, brought the property and aimed at converting it into a boarding house. The boys’ boarding house opened in 1948, providing accommodation to thirty-seven boys on the first term. In 1959, the kitchen garden to the east of the Laboratories was transformed into lawns, grassy plots and flower beds. The house was enlarged in 1960 and the buildings by the Headmaster’s garage were annexed as studies. IN the 1960s, the boiler house was enlarged to house two large oil-fired boilers which provided Deanscroft and Wharflands with all the hot water they need and supplied central heating to both houses and all the adjoining classrooms and laboratories. In 1963, a new study block was built near the present Biology Laboratories.
In 1978, Deanscroft was refurbished and the Headmaster and his family were now occupying one part of the house. Further enhancements were made to Deanscroft in 1981, especially to the changing rooms and the ground floor accommodation. A new wing was added in 1983, with bedsits for the boys and a Tutor’s room, as well as study bedrooms for thirty-six boys in the Fifth and Sixth Forms. On Deasncroft lawn, a new fence was put up between the Headmaster’s garden and the boys’ tennis court in 1985 and Deanscroft Cottage was dismantled in summer before work began in October on the new Dining Hall. The Nursery School and Beach studies were also demolished. Finally in 1989, the Beach was paved and in the centre would be a Japanese gardens with herons in the pond. Deanscroft boarding house was closed on Speech Day 1989, prior to its conversion into Stevens, a boarding house for girls.

A black and white photograph of the interior of the Old School, showing the frescoes and the museum cases, before it was altered to become the Shakespeare Centre.

A photograph, believe to be from the Buchanan era, of boys ploaying sport outside of Wharflands.

This sub-series contains various informal photographs of staff and pupils of Wharflands house throughout the years.

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 two boys studying in the Deanscroft study, probably in the 1960s. The photograph was taken by Photo-Reportage Ltd and the number of print is stamped on the back: 862804.