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This series relates to the history of Oakham School Army, Naval and Air Force contingents since 1910, and of the Boy Scouts. Most of the collection is made of photographs from the mid-20th century.

This sub-series relates to the history of the Cadets at Oakham School since 1910. The bulk of the collection is made of photographs of inspection throughout the 20th century.

The Old Oakhamian Magazine, published in 1959. Contents: Editorial; This Year's President; Annual General Meeting; Annual Dinner; Regional Meetings; School News; O.O. News; Engagements, Marriages, Births & Deaths; Obituaries; New Members; Changes of Address; Book Review; Notices; Golf. Eleven double-pages A to K.

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.

The Old Oakhamian Magazine, published in 1982. Contents: Editorial; Grosvenor Talbot Griffith; This Year's President; Annual Dinner; Annual General Meeting and O.O. Day; Regional Meetings; School News; The Fight For Independence; 1984 Appeal - Helpers; O.O. News; Engagements, Marriages, Births & Deaths; Obituaries; Letter; New Members; Address Changes; Golf; Rifle Club; Masonic Lodge; Notices; Club Colours; Rugby Fixtures; Diary Dates; Late News. Eighteen double-pages A to R.

A bound copy of several Old Oakhamian Magazines from 1980 to 1984.