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The Old Oakhamian Magazine, published in 1971. Contents: Editorial; This Year's President; Annual Dinner; Annual General Meeting and O.O. Day; Regional Meetings; School News; T.C.M.R.; O.O. News; Engagements, Marriages, Births & Deaths; Obituaries; New Members; Address List; Masonic Lodge; Notices; Diary Dates; Golf. Eleven double-pages A to K.

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).

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.

This series focuses on School House pupils and staff in the 20th century. Most of the series is made of house photographs, various informal photographs as well as records books and punishment books.

A bound copy of several Oakhamian Magazines from 1955 to 1959.

A bound copy of several Old Oakhamian Magazines from 1968 to 1973.

A bound copy of several Old Oakhamian Magazines from 1953 to 1959.

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 book recording the Chapel's services including dates, hours, services, officiants and preachers, attendances and collections, from Winter term 1962 to Winter term 1977.

A bound copy of several Oakhamian Magazines from 1929 to 1934.