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This series focusses on the headmastership of Walter Lee Sargant (1902-1929) and contains items relating to the life at School in the early 20th century, its staff and pupils.

The Oakhamian Magazine, recording the Spring term 1932 (published in Summer term 1932). Contents: Editorial; School Notes; The Match-Seller; Speech Day; Oakham School Players; O.T.C.; The Sports; Cricket; Of Murie Sprynge; Dies Orationum; O Tempora! O Mores!; We Went to Lisbon; Wahlt Hitler; Cambridge Letter; O.O. News; Acknowledgements. Ten double-pages A to J.

The Oakhamian Magazine, recording the Summer term 1970 (published in Winter term 1970). Contents: Editorial; School News; RSM D. Anderson; Correspondence; Term's Eye View; School House; Around the Societies; Drama; Music; Comment; Poetry; The Computer Terminal; The Library; The Creative Design Centre; Opinion Poll; Games; Shooting; Warcop - 1970; DofE Award Scheme; Avete; Valete.

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 term 1934 (published in Summer term 1934). Contents: Editorial; School Officials; Avete and Valete; The Chapel; Speech Day; Careers; Lecture; Oakham School Players; Photographic Society; Music Notes; Scout Notes; O.T.C. Notes; Shooting Notes; Swimming Notes; The Sport; The Junior Sports; Cricket; A German School; The Dentist; With Apologies to our Contemporary; Cambridge Letter; O.O. Notes; Acknowledgments. Ten double-pages A to J.

A collection of photographs and art work relating to the whole School Campus, in particular aerial photographs from 1937 of the School and the town, and a file of individual photographs of buildings around the campus. The oldest items in this sub-series date back to the 19th century.

This series focusses on the headmastership of Rev Edward Vere Hodge (1879-1902) and contains items relating to the life at School in the late19th century, its staff and pupils. The series contains some of the earliest photographs of Oakham School's collection.

Three photographs of Old School, All Saints Church and School House in their original frame. The photographs were taken by John Burton & Sons, Photographers and Artists, Leicester, in activity from 1863 to 1911.

This file focusses on photographs on the School Campus throughout the years. Some photographs are of the whole campus, in particular aerial photographs taken by Aerofilms Ltd, and some are collection of individual buildings, taken by Companies or individuals.

Three black and white photographic book plates including the Hospital of Christ in Oakham, The School House, a transcription of the brass to the Founder and the inscribed stone over the Old School door.