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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.

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 file focusses on correspondence regarding the refurbishment of Old School in the late 1980s-early 1990s and the issue concerning the frescoes.

A fax transmission from Bond & Read, Chartered Architects, to The Bursar Tom Reay, enclosing a letter from English Heritage to the Philip Dales at Rutland District Council, regarding the refurbishment of Old School and protecting the frescoes. Three pages A to C.

A letter from Carol Purcell at the Department of National Heriatge, to the Headmaster Graham Smallbone replying to a previous letter and consulting the local authority.

This file focusses on various publication, mostly newspaper cuttings, related to the frescoes in Old School and the painter Mary Sargant Florence and post-medieval mural painting. This file is from the year 1993.

A newspaper cutting from The Independent reporting on letters revealing a previously unknown male love of Oscar Wilde, and on the debate concerning the frescoes in Old School. Hand-written note from Rod Smith to Graham Smallbone at the bottom of the article.

Newspaper cutting from The Daily Telegraph reporting on the debate concerning the frescoes in Old School and the decision to install panelling instead of covering them.

A collection of documents relating to the School's first cricket pavilion. It was built on the playing fields in the 19th century. It was then enlarged and renovated in 1931, when two changing rooms and a thatched roof were added. It unfortunately burnt in May 1970.

A collection of photographs of the School's first cricket pavilion, until it was destroyed in a fire in 1970.