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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 transcript written by John Barber in 1992 of F.C. Doherty's pamphlet published in 1932, titled 'The Story of Oakham Church, School and Castle', price sixpence. A copies are almost unattainable, Mr Barber wrote a copy to be kept permanently in the School Archives. Three pages A to C.

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

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

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.

The Oakhamian Magazine, recording the Spring term 1931 (published in Summer term 1931). Contents: Editorial; School Notes; The Sports; Oakham School Players; Cricket; Ermine Street; If!; Arachne; The Vale of Catmose; An Exhortation; O.T.C.; Cambridge Letter; O.O. News; Acknowledgements. Eight double-pages A to H.

The Oakhamian Magazine, recording the Winter term 1931 (published in Spring term 1932). Contents: Editorial; School Notes; O.T.C.; Athletics; Football; Cricket Prospects; Society Notes; Strasbourg Cathedral; On Missing Tea; Spring; In the Clutches of the Foe; The New Boy who Won Through; Youth and Spring; The Call of the Sea; Lines to a Crafty Septuagenarian; Fog; A Country Cottage; On the Musical Propensities of VI Classical; Howlers; Answers to Correspondents; Cambridge Letter; O.O. News; Correspondence; Acknowledgements; Games Committee Balance Sheet. The initials 'T.H.W.' are hand-written on the cover. Ten double-pages A to J.