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A photograph of staff and pupils looking at a cricket match, sat by the New Pavilion in the 1950s. The photograph was taken by Photo-Reportage Ltd and the number of print is stamped on the back: 286913.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Summer term 2009. Contents: Staff News; Features; Trips and Events; Academic; Performing Arts; Pastoral; Community Activities; Sport; Beyond Oakham; Foundation; Old Oakhamian.

The Old Oakhamian Magazine, published in 1986. Contents: Editorial; This Year's President; Annual Dinner; O.O. Day; Regional Reunions; O.O.'s Visited in Australia; An Aussie at Oakham; School News; O.O. News; New Members; Address Changes; Engagements, Marriages, Births & Deaths; Obituaries; Rifle Club; Masonic Lodge; Club Colours/School Shop; Notices; Rugby Fixtures; Diary Dates; Careers. Twenty double-pages A to T.

A bound copy of several Old Oakhamian Magazines from 1985 to 1990.

The Old Oakhamian Magazine, published in 1980. Contents: Editorial; This Year's President; Annual Dinner; Annual General Meeting and O.O. Day; Regional Meetings; School News; O.O. News; Engagements, Marriages, Births & Deaths; Obituaries; New Members; Address Changes; Masonic Lodge; Notices; Diary Dates; Rugby Fixtures; Golf; Rifle Club; Letters; R.G.H.; Stop Press. Fifteen double-pages A to O.

The Old Oakhamian Magazine, published in 1983. Contents: The Story Of Oakham School; Editorial; This Year's President; Annual Dinner; Annual General Meeting and O.O. Day; Regional Meetings; Oakham to Close?; School News; O.O. News; Engagements, Marriages, Births & Deaths; Obituaries; New Members; Address Changes; Golf; Rifle Club; Masonic Lodge; Notices; Club Colours; Rugby Fixtures; Diary Dates. Twenty-one double-pages A to U.

A scrapbook compiled by John Barber from 1954 to 1979 and by Terence Treanor from 1979 to 1994, presented to the O.O. Club by C.H. Falconer. The album contains photographs of and newspaper cuttings related to O.O. Club events and Old Okahmians, their lives at school and after.

The Old Oakhamian Magazine, published in September 1994. Contents: To Younger OOs and Others; Next Year's President; News & Announcements; O.O. News; Lives Remembered; School Sport; O.O. Sport; Diary Dates; Old Oakhamian Network.

A bound copy of several Oakhamian Magazines from Spring 2009 to Summer 2011.

A bound copy of several Old Oakhamian Magazines from 1994 to 2002.