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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 photo album containing several photographs of the School buildings, including the interior of the Old School, the School House quad, a Physical Laboratory, The School House, School House dining hall and new changing rooms, Doncaster Close, the Gymnasium (now Queen Anne).

A photograph of Doncaster Close from the south-east and a junior rugby match taking place amongst sheep. A reference number is written on the back: 34858.

A photograph of Doncaster Close from the south-west and a junior rugby match taking place amongst sheep. A reference number is written on the back: 34859.

A balance sheet of the catering costs for Summer Holidays events in 1995.

A photograph of Andy Wolstenholme teaching a scrum. Date is unknown.

A photograph of Johnsons House's Colts rugby team in the Winter term 1986, captained by Stephen Evans. Names of the pupils are written below the photograph. The Colts lost in the semi-final.

Newspaper cuttings printed on one page reporting on the 1979 rugby visit from Japan School to Oakham School.

A headmaster's annual report for the academic year 1984-1985. Contents: Some Thoughts on 1984/1985; Registrations/Entry Numbers; The Houses; Oakham Nursery School; Staff; General Academic; Examination Administration; University Entrance; Afternoon Activities; Sport Centre; Chapel; Food; Sanatorium; A.V.A. Centre; Careers Advice/ISCO Tests; Preparatory Schools Liaison/13+ Entry; Publicity/OSEL/Prospectus etc: The Queen Elizabeth Theatre; New Zealand Tour/Kenya Expedition; School Library; Old Oakhamian Club; House Names; Housemasters/Housemistresses; Conclusion. Attached are replies to a questionnaire for prospective parents (appendix A), some additional comments by Michael Stevens, a questionnaire for prospective parents, Overseas Universities Entries (appendix B), A-Level results (appendix C), O-Level results (appendix D), University entrance (Appendix F), a summary on Fastnet. Twenty-Seven pages A to AA.

A speech given by Headmaster John Buchanan on Speech Day 1965, paying tribute to the new Chairman, Thomas Haywood, discussing three innovations to the education at Oakham School - a small Sixth Form house, the building of a Technology Department, and the establishments of setting by subjects and tutors, and sporting achievements. The speech is typed, with hand-written notations. Six pages A to F.