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This collection charts the history and activities of the Old Oakhamian Club. It has excellent records of dinners and events thrown by the club such as reunions, international dinners and Oakham events. Most of the documents are administrative, but there are photographs and correspondence material too.

There are good records on the school's foundation and the club's golfing society. Most of the material has been produced by the Old Oakhamian club or the foundation. Thus, there is a good record of publications and marketing material relating to these events.

Oakham School Magazine, recording the Summer term 1888 (published in Winter term 1888). Contents: The Speech Day; Organ recital; The Italian Exhibition; Bound for Australia; Handel; Old Oakhamian Club; Poetry; Cricket; School Notes. Eleven double-pages A to K.

Oakham School Magazine, recording the Winter term 1890 (published in Spring term 1891). Contents: The Concerts; Lutterworth; Golf; A Visit to the Post Office; Poetry; Western Australia; Paperchases; Old Oakhamian Club; Entertainment; Football; School Notes. Nine double-pages A to I.

Oakham School Magazine, recording the Summer term 1897 (published in Winter term 1897). Contents: Editorial; School Notes; Old Oakhamian Club; In Memoriam; Prize Day; Cricket; Correspondence. Nine double-pages A to I.

Oakham School Magazine, recording the Winter term 1925 (published in Spring term 1926). Contents: School Notes; Resignation of Mr S.R. Pullinger; Lectures; The School Concert; Presentation of Mr. J.C. Clark; Football; Old Oakhamian Club Notes. Five double-pages A to E.

Oakham School Magazine, recording the Winter term 1928 (published in Spring term 1929). Contents: Frontispiece; Editorial; School Notes; The Concert; The Lamp of Life; The Prison Doors; Football; O.T.C.; The School Register; The Debating Society; O.O. News. The name 'T. Worthington' is hand-written on the cover. Eight double-pages A to H.

Oakham School Magazine, recording the Summer term 1929 (published in Winter term 1929). Contents: Editorial; School Notes; Speech Day; Resignation of Mr Sargant; End of Term; Reynard's Night Hunt; Cricket; O.T.C.; O.O. News. Eight double-pages A to H.

The Oakhamian Magazine, recording the Summer term 1930 (published in Winter term 1930). Contents: Frontispiece; Editorial; School Notes; Speech Day - Sargant Presentation; Upon Hearing Some Church Bells; Manhood; Cricket; Football, O.T.C.; Cambridge Letter; O.O. News; Correspondence; Acknowledgement. The name of the School Magazine was changed from 'Oakham School Magazine' to 'The Oakhamian'. The name 'Worthington' is hand-written on the cover. Nine double-pages A to I.

The Oakhamian Magazine, recording the Winter term 1930 (published in Spring term 1931). It is the 47th year of the School Magazine. Contents: Editorial; School Notes; Athletics; Football; Napoleon in our Midst; Our Village; Roots in the Soil; Motion; Requiem; The Study Wireless Set; O.T.C. Notes; Cambridge Letter; O.O. Notes; Acknowledgements; Correspondence; Games Committee - Balance Sheet for 1930. The name 'Worthington' is hand-written on the cover. Seven double-pages A to G.

The Oakhamian Magazine, recording the Summer term 1931 (published in Winter term 1931). Contents: Editorial; School Notes; The Pavilion; Speech Day; Football; Motlie Notis; The Simple Life; An Autumn Day; On seeing Excavators at Work; The City without a Soul; Child's Lament; Christmas; The Condemned; O.T.C.; Answers to Correspondents; Cambridge letter; O.O. News; Correspondence; Acknowledgements. The name 'Worthington' is hand-written on the cover. Eleven double-pages A to K.