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A video tape (22 minutes) produced by Geoffrey Isles Photography, containing William Winter's photographs taken between 1950 and 1955. William Winter was a Resident Tutor in Wharflands and a teacher of English and History.

The material in this collection is primarily made up of the research completed by the school historian, Brian Needham, but also contains books written by ex-school members of staff.

A monograph written and updated by Brian Needham recording the School Cricket 1st XI statistics and its history from 1884 to 2012.

Issue of The Oakham School Magazine. Contents: Editorial, School Notes, Athletic Sports, Gymnasium, The Orchestra, Debating Society, A French School, Cricket, Correspondence. Double-pages numbered A to G.

Issue no.1 of "The Old Oakhamian". Contents: Annual Dinner, Cricket and Football, The Golfing Society, Cambridge University, O.O. Club, The School 1930-1931, Opening of the Pavilion, New Members and Changes of Address, Births, Marriages and Deaths, O.O. Notes, Notices; with a photograph of the Pavilion 1931 and a photograph of the School's 1st Xi v. Old Oakhamians. Pages numbered A to D

A report from Rev John Darrall to be published in the Oakhamian Magazine on the charity events organised during the Summer term 1989, including house events, a piano marathon and detailing the money raised for the charities supported by the school.

A report from Rev John Darrall on the charity events organised during the Spring term 1988, including the annual St Valentine's Day disco, the staff pantomime, houses fund raising and the Diana Ridley Fun Run.

A report from Rev John Darrall to be included in the Headmaster's end-of-term letter on the charity events organised during the Spring term 1988.

An email form Jan West to Teaching Staff regarding the arrangements for the Rutland Water Walk and a reply from Charles Welch regarding a possible clash with a U14 cricket match. Items A and B.

A booklet entitled 'Bicentenary of arrival of John Doncaster' written by Peter Lawson, about the history of the school during the headmastership of Dr Doncaster and containing a school register and a description of public execution in Oakham.