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This collection charts the history and activities of the Old Oakhamian Club. It has excellent records of dinners and events thrown by the club such as reunions, international dinners and Oakham events. Most of the documents are administrative, but there are photographs and correspondence material too.

There are good records on the school's foundation and the club's golfing society. Most of the material has been produced by the Old Oakhamian club or the foundation. Thus, there is a good record of publications and marketing material relating to these events.

The items in this collection are related to Tutoring at Oakham School, either guidelines to staff or resources to use in tutorial with the pupils.

A letter from Graham Smallbone, Headmaster, to R.M.P. regarding the accommodation for the Australian Gap Year students and their role within the school. Two pages numbered A and B.

The Old Oakhamian Magazine, published in Winter 2001. Contents: 30 Years of Co-Education; Letter from the Editors; News of; All our Yesterdays; What's on; Births, Marriages & Deaths; Obituaries; Oakham Sport.

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

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.

This file focusses on photographs on the School Campus throughout the years. Some photographs are of the whole campus, in particular aerial photographs taken by Aerofilms Ltd, and some are collection of individual buildings, taken by Companies or individuals.

A photograph of the reopening of Choir Close in Church Passage by former inhabitants and their wives: Rev Terence Treanor, Liz Darrall, Mary Treanor, Rev John Darrall, Brian Welford and Roger Blackmore. The photograph was published in the 'Old Oakhamian Magazine', Spring 2002, no.19.

A photograph of Brian and Jenny Welford in front of Peterborough House as new Housemaster.

This sub-file contains various photographs of Brian Welford, P.E. and Sports teacher and Housemaster of Peterborough House.