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Stretching back to the headmastership of Dr. Doncaster, this collection comprehensively covers the correspondence, publications, photographs and other ephemera of the headmasters of Oakham School up to the present day. For many of the headmasters, correspondence and rolls calls are a significant theme in their series.

This collection also contains an excellent record of speeches and sermons given by G. Talbot Griffiths and John Buchanan.

The final series on reports covers the headmaster's, deputy headmaster's and registers writings on the state of the school, including topics such as building and estate development, admissions, the curriculum, examination results, and Old Oakhamians.

A group of negatives used as the illustrations in "The Story of Oakham School".

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.

Oakham School Magazine, recording the Winter term 1929 (published in Spring term 1930). It is the 46th year of the Magazine. Contents: Frontispiece; Editorial; School Notes; School Concert; Wind in the Trees; Two Country Squires in the Shires; Lectures; Football; The Steeplechases; O.T.C.; O.O. News; Correspondence. The name 'Worthington' is hand-written on the cover. Eight double-pages A to H.

Oakham School Magazine, recording the Spring term 1930 (published in Summer term 1930). It is the 46th year of the Magazine. Contents: Frontispiece; Editorial; School Notes; The Sports; A Little Egyptian; Oakham School Players; The Debating Society; O.T.C.; Cricket; O.O. News; Games Account. The name 'Worthington' is hand-written on the cover. Eight double-pages A to H.

An almost complete collection of the School's magazines dating from 1884.

The Oakhamian Magazine, recording the Summer term 1934 (published in Winter term 1934). Contents: Editorial; School Notes; F.C.D.; The Chapel; The Library; Careers; The Photographic Club; Philatelic Society; Debating Society; Reading Society; Music Notes; Art; Scout Notes; O.T.C.; Cricket; Football; Swimming Sports; Golf Notes; Contributions; Cambridge Letter; London Letter; O.O. Notes; Acknowledgments. Nine double-pages A to I.

The Oakhamian Magazine, recording the Winter term 1933 (published in Spring term 1934). Contents: Editorial; School Notes; School Officials; Avete and Valete; The Swimming Bath; The Chapel; The Library; Careers; End of Term Concert; Lectures; The Rivals; Debating Society; Philatelic Society; Reading Society; Photographic Society; Scout Notes; The Shepherds' Play; O.T.C.; Shooting Notes; Fives Notes; Athletics; Poems; The term's Howlers; A Banner with a Strange Device; Cambridge Letter; O.O. News; Correspondence; Acknowledgments; Games Committee Balance Sheet. Nine double-pages A to I.

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.