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This sub-series focuses on photographs of boys, living in Wharflands since its inception in 1920. The bulk of the collection gathers photographs from the 1960s to 1980s.

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 sub-file contains various photographs of John Barber, History Teacher, Wharflands Housemaster and School Archivist.

This series focusses on obituaries, tributes and memorial services in memory of staff, teachers and their family.

Photo albums and scrapbooks compiled by members of staff throughout the years.

A collection of photographs of the Old Gymnasium and the Wharton Pavilion from the late 1970s.

Three photographs (A to C) of the guests at the opening of the new Wharton Pavilion on 4 July 1983. The photographs were taken by Brian and Elizabeth Nicholls Photography and the numbers of print are written on the back: V353/7; V353/8; V353/9, respectively.

This series focusses on the headmastership of Rev Edward Vere Hodge (1879-1902) and contains items relating to the life at School in the late19th century, its staff and pupils. The series contains some of the earliest photographs of Oakham School's collection.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Winter term 2018 and Spring term 2019. Contents: Farewell to Headmaster Nigel Lashbrook; Academic; Performing Arts; Trips and Tours; Geography Trip to Morocco; Geography Trip to Iceland; Pastoral; Activities; Sport; Staff News; Old Oakhamian.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the academic year 2019-2020. Contents: The Headmaster Writes; Read All About It; News Faces; A Year in Pictures; A Coronavirus Challenge; Academic; Performing Arts; Trips and Tours; Community; Activities; Sport; Beyond Oakham; Old Oakhamian.