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This series is related to the buildings on the School campus and documents their history. Most of the collection is made of photographs and artwork, as well as architectural plans. Each sub-series focusses on a different building.

This series gathers various correspondence regarding the Chapel throughout the years.

This series focusses on the headmastership of Dr Joe Spence (2002-2009) and contains items relating to the life at School in the 2000s, its staff and pupils.

This series focusses on the headmastership of John David Buchanan (1958-1977) and contains items relating to the life at School in the 1960s and 1970s, its staff and pupils. The bulk of the series consists of books, publications, letters, speeches and sermons written by Mr Buchanan himself.

This file focusses on obituaries and tributes written in memory of former Headmaster, John Buchanan, as well as letters from friends and family.

A letter to Philip Robson from Jeremy Tomlinson concerning the payment and donatations to the school coming from Buchanan's estate. Attached is a letter to Dalton's solicitors concerning the same topic.

This sub-series is made of various items, such as informal photographs of the girls in Ancaster, house events, house prefects and miscellaneous objects. The bulk of the sub-series focuses on the 2000s.

An almost complete collection of the School's magazines dating from 1884.

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 85 pages; various photographs of netball and rugby matches on the cover; contents: School Notes, Features, Academic, Pastoral, Sport, Beyond Oakham, The Old Oakhamian, The Foundation; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 89 pages; a portrait of Matthew Macfadyen on the cover; contents: School Notes, Features, Academic, Pastoral, Sport, Beyond Oakham, Old Oakhamian, Foundation; with various photographs of staff, pupils, house events, plays, sports, trips, buildings