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A note from Graham Smallbone, the Headmaster, askin Heads of Departments to write a report on their department, attached the Music Report by Peter J. Witchell

Annual report for the year 1965-1966, including the school numbers, staff changes, Activities, Health, Accomodation, Old Oakhamians, Circular 10/65, General Remarks. With 2 appendixes: A-Levels individual results and report on conference "Life in Industry"

A headmaster's annual report fro the year 1981-1982, including numbers, Academic, Careers, A.V.A. Centre, Library, Art & Design, Music, Physical Education, Sports Hall, Playing Fields, Shooting, Drama, C.C.F., The Duke of Edinburgh's Award Scheme, Exploration Society, Scouts & Guides, Discipline and the Decem, Houses, Chaplaincy, Ashburton Hall, School Council, The Oakhamian, Senior and Middle School Societies, Voluntary Services, Sanatorium, Oakham School Nursery, Old Oakhamian Club; with appendix: A-Level results and leavers' destinations

A letter from the Headmaster Nigel Lashbrook to Parents at the end of Spring term 2019. Contents: Examinations; Gala Concert; Decem; Brexit.

Notices compiled at the end of the Winter term 2017 and sent to Parents. Contents: Change of status requests; Form 3 Registrations; Siblings enquiring for Form 6 entry; Non EEA pupils; Medical Centre; Music Dates; Oakham Choral Society; Term Dates; Art Calendar; Parent Portal; School Archives; Art; Staff Changes. Two pages A and B.

Speech notes for the speech day on 1962. Handwritten annotations. Items A to F

A letter from the Headmaster Richard Bull to Parents regarding the Summer Activity Holidays, the Scholarship Examinations, the fees for music lessons and times for using the sports facilities, including future term dates

An end-of-term letter from the Headmaster Tony Little to Parents regarding a durgs search, debating, drama and music performances, sports successes

Notices compiled at the end of the Winter term 2019 and sent to Parents. Contents: Change of status requests; Form 3 Registrations; Form 6 entry; Non EEA pupils; Medical Centre; Music Dates; Oakham Choral Society; Art; Art Calendar; Term Dates; Parent Portal; School Archives; Staff Changes. Two pages A and B.