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Two letters regarding the catering arrangements for the matinee performance of Cabaret on 21 June 1992, as part of the 1992 Oakham Festival.

This sub-series focuses on Chapel Close, including the Reception building and the School's main entrance through Market Place and the Buttercross.

Correspondence and an invoice relating to the catering arrangement for a buffet supper at the Oakham Festival for Marron, Dodds & Waite.

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 collection of photographs and art work of the Barraclough Dining Hall. It was opened on 28 September 1987 by Lord Forte. It contained two dining halls on the ground floor and a staff dining hall, bar and common room above. It was named Barraclough Hall, in memory of Norman Barraclough (OO, 1883) and his widow, Mrs Barraclough, a great benefactor to the school.

A collection of material from Anna Bentley's office including some school trophies, specially produced Oakham School dictionaries, entry books for the school, financial accounts, exam results, and correspondence. Most of the material in this collection relates to work completed in the marketing, administrative and foundation departments of the school.

A brochure promoting OSEL Activity Holidays in Summer 1987, including information on the accommodation, food, costs and a list of all the activities and sports available.

A photograph of the reopening of Choir Close in Church Passage by former inhabitants and their wives: Rev Terence Treanor, Liz Darrall, Mary Treanor, Rev John Darrall, Brian Welford and Roger Blackmore. The photograph was published in the 'Old Oakhamian Magazine', Spring 2002, no.19.

A photograph in colour of pupils and staff eating in the Barraclough Dining Hall.

A black and white photograph of pupils and staff eating in the main dining hall of the Barraclough. The photograph was taken for publication in the School Magazine.