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An A1 poster with photographs of three house events in the Spring term 2020: the Fourth Form going to a social; the Fifth Form girls having afternoon tea in town with their tutor; the house ready for the Easter egg hunt in Rushebrookes garden.

A photograph of the Fourth form boarders taking part in the 'Come dine with me' competition in the Winter term 2019.

A photograph of the Third Form girls playing badminton in the Rushebrookes garden in the Summer term 2019.

Four pages (A to D) from a 1919 photo album, with captions below the photographs. Contents: Main entrance (School House), pupils after school fire, 1919; 'Tudor House' in Boughton; Rugby 1st XV, 1919; Burleigh gardens and pond; Old Hall and the quad; A cricket match; Lord French inspecting the cadets; St John's College; pupils in the quad; the Long Dormitory boys; a dog; Coates, 1919; pupils at the baths; Burleigh woods and hill; Market Place; F.C. Dwyer; Cricket 1st XI, 1919; The Rectory; C.F. Bayley.

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 letter from Roger Blackmore to Alan Grieve regarding OSEL Activity Holidays in 1984 and the brochure.

Minutes of a meeting of the board of Oakham School Enterprises Limited held on 27 September 1983 in London. Contents: Activity Holidays Course Costings; Course Descriptions; Questionnaires; Chess Congress; Computer Courses; Date of the next meeting. With hand-written notes. Two pages A and B.

A letter from Roger Blackmore to Alan Grieve regarding points emerging from Peter Gravells's letter and menu, catering costs and a souvenir brochure for the Ball. Two pages A and B.

A letter from Roger Blackmore to Alan Grieve regarding the proposals for Chess Tournament publicity.

A letter from Roger Blackmore to Alan Grieve regarding the minutes of an OSEL meeting and the publicity for the upcoming Chess Congress.