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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 manuscript document written by Doherty about the history of the school. Items A to C

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

A5 magazine, stappled; 24 pages; bordered cover with contents: Frontpiece, 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; name "T.Worthington" hand-written on the cover; with a portrait of F.C. Doherty

A5 magazine, stappled; pages numbered 54 to 80; bordered cover with contents: Editorial, School Notes, Speech Day, Resignation of Mr. Sargant, End of Term, Reynard's Night Hunt, Cricket, O.T.C., O.O. News

A5 magazine, stappled; pages numbered 82 to 104; bordered cover with contents: Frontpiece, 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; with a drawing of Chapel Close; name "Worthington" hand-written on the cover

A5 magazine, stappled; pages numbered 106 to 128; bordered cover with contents: Frontpiece, Editorial, School Notes, the Sports, A Little Egyptian, Oakham School Players, the Debating Society, O.T.C., Cricket, O.O. News, Games Account; with a drawing of the Chapel; name "Worthington" hand-written on the cover

A5 magazine named "The Oakhamian", stappled; pages numbered 26 to 52; contents listed on the inside cover: 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

A5 magazine named "The Oakhamian", stappled; 34 pages; contents listed on the inside cover: Editorial, School Notes, O.T.C., Athletics, Fooball, 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; initials "T.H.W." hand-written on the cover