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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.

A letter from Dr John Doncaster to J.S. Padley regarding his son James going to College, and a memorandum on his School bill in the 1840s.

Oakham School Magazine, recording the Winter term 1909 (published in Spring term 1910). Contents: Editorial; School Notes; The Concert; Lectures; The Old School Frescoes; "Rondeau"; Football; Balance Sheet - Games Fund - 1909. Seven double-pages A to G.

Oakham School Magazine, recording the Winter term 1911 (published in Spring term 1912). Contents: School Notes; The Concert; Mr. F.H. Shera's Pianoforte Quintet; Lectures; Football; Balance Sheet - Games Fund, 1911. Seven double-pages A to G.

Oakham School Magazine, recording the Winter term 1913 (published in Spring term 1914). Contents: School Notes; The Concert; The Elizabethan Sea-kings; The Cruise of the Defiance; The Panama Canal; School Games Fund - Balance Sheet for 1913; The Football Season. Seven double-pages A to G.

Oakham School Magazine, recording the Winter term 1914 (published in Spring term 1914). Contents: Killed in Action; School Notes; List of Old Oakhamians serving in the War; The Concert; The School in War Time; School Games Fund - Balance Sheet for 1914; With the Foreign Legion; The Football Season; Correspondence. Seven double-pages A to G.

Oakham School Magazine, recording the Winter term 1919 (published in Spring term 1920). Contents: Editorial; School Notes; O.T.C.; The Concert; Lectures; School Games Fund - Balance Sheet; The Football Season. Five double-pages A to E.

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.

A bound copy of several Old Oakhamian Magazines from 1899 to 1913.

A bound copy of several Oakhamian Magazines from 1926 to 1931.