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A fax from Roger Blackmore to Michael de Grey regarding the accommodation for the stay of the National Youth Chamber Orchestra at Oakham School in August 1993.

A fax from Roger Blackmore to Waite, Dodds & Waite confirming their order for buffet supper in the Festival Marquee on 26 June 1992.

A fax from Roger Blackmore to Marron, Dodds & Waite regarding the prices of drinks for their buffet supper at the 1992 Oakham Festival.

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 letter from the Headmaster Richard Bull to Parents regarding the dress code for the School photograph, the 1984 Ball and the new Activity Holidays brochure.

This series focuses on the history of the organs in the School Chapel, from the first one installed in 1930 to the current instruments built in 1993.