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A headmaster's annual report for the academic year 1964-1965. Contents: Numbers; Staff; Activities; Health; Accommodation; Development Campaign; General. Eleven pages A to K.

This collection contains material relating to the history of the houses and their pupils. Each series is focused on a different house and many contain rich and detailed photographic records of houses year by year. Some houses are more detailed than others.

Other highlights of this collection include house handbooks, which help to induct a pupil into a house and its daily routine; photographs of daily life, including house events and leisure time; and administrative documents such as house diaries which record the calendar of house events, achievements of pupils, and accounts of incidents.

Included in this sub-fonds are houses which are no longer in existence such as Johnsons and Ruddles.

This series focusses on staff leavers, including list of staff changes, invitations to Leavers' events and booklets celebrating staff's time at Oakham School

The Oakhamian Magazine, recording the Spring term 1970 (published in Summer term 1970). Contents: Editorial; Junior College; School News; School House - September 1970; Spud; Evening Came; Implosion; Le Nouveau Roman; Travellers Tales; Tourism in Turkey; New Zealand; Build your own Car; Letter from America; Drama; Games; Avete; Valete.

The Oakhamian Magazine, recording the Spring and Summer terms 1975. Contents: Editorial; School News; Correspondence; Music; Drama; Societies; Games; C.C.F.; O.O. News; Valete; Avete.

The Old Oakhamian Magazine, published in Summer 2000. Contents: Reunion of '80-'85; The Torch is on its Way; Paris Dinner; News of; A Century of Sporting Achievement; Roll of honour; Births, Marriages & Deaths; The Millennium Chapel Appeal; Obituaries; Database and Website.

A bound copy of several Old Oakhamian Magazines from 1985 to 1990.

A prospectus promoting studying at Oakham School in 1951. Contents: School History; Trustees and Staff; Curriculum; Boarding Houses; Clothes and Uniform; Health; Sports, Activities and Societies; Fees; Scholarships; Day Boys. Seven double-pages A to E. Enclosed is a list of staff (F).

A prospectus promoting studying at Oakham School in 1946. Contents: Foundation & History; The School today; Situation & Surroundings; Trustees; Premises & Equipment; School Terms, Holidays, Timetable; Chapel Services, Religious Instruction; Curriculum; Libraries; Reports; Boarding Houses; School House, Wharflands, Deanscroft, The Junior House, Hodge Wing; Clothes; Diet & Tuck Boxes; Health; Absence & Leave; Games; Physical Education; J.T.C.; Scouts; Activities outside the classroom; Entry, Fees, Remission of Fees for absence; Optional Payments, Extras; Pocket Money; Scholarships; Leaving Scholarships; Notice of leaving; Expenses; Appointments with the Headmaster; Day Boys; Publications; Old Oakhamian Club. Seven double-pages A to G. Enclosed are two trustees and staff lists (H and I) in 1946 and 1949.

A list of the Housemasters of School House from 1951 to 2001.