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A collection of photographs and art work relating to the whole School Campus, in particular aerial photographs from 1937 of the School and the town, and a file of individual photographs of buildings around the campus. The oldest items in this sub-series date back to the 19th century.

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 Oakhamian Magazine and The Old Oakhamian Magazine, recording the Winter term 2017 and Spring term 2018. Contents: Features; Academic; Performing Arts; Cover Story; Trips and Tours; Pastoral; Sport; Staff News; Old Oakhamian.

A photograph of three School Chaplains: Rev Jeremy Sykes, Rev Terence Treanor and Rev John Darrall. Date is unknown.

The Oakhamian Magazine, recording the Winter term 1978. Contents: Editorial; School News; VOIR; Drama; Rutland Weekend Television Presents; Music; Clubs and Societies; Sport; The School Council.

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 items are orders of service for memorial services for Terence Trenor and his wife.

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.

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