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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.

This file focusses on photographs and drawing dating back from the Headmastership of Rev Edward Vere Hodge and includes photographs of his wife, the whole School, and various groups of pupils and visitors.

This series focuses on School House pupils and staff in the 20th century. Most of the series is made of house photographs, various informal photographs as well as records books and punishment books.

A photograph of Wharflands in the 1970s, with four boys sat on a bench outside the house.

This series focusses on the headmastership of Dr John Doncaster (1808-1846) and contains items created by the headmaster himself as well as items relating to the life at School in the early 19th century and Old Oakhamians, in particular James and Augustus Padley.

A collection of photographs of the QET since the transformation of the Barraclough Hall as part of the Quatercentenary Development Plan. The architect, W.O. Wilson, had designed a modern auditorium, with raked seating and a large stage below the audience, a gallery and a foyer facing the Music School lawn and purpose-built rooms for changing, costumes, scenery making and storage. It was equipped with a computerized lighting system and sophisticated sound equipment. The new Oakham Theatre was officially opened on 16 November 1984 by Queen Elizabeth II.

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

This series contains various account books, cash books fees books and ledgers recording pupils fees and other charges, incomes and expenditures, staff wages and salaries throughout several years.

This file focusses on various items relating to the history of Oakham School, its pupils and Old Boys, under the headmastership of Rev William Spicer Wood.

A photograph of nine boys, wearing sports caps. The photograph is from the early 1890s.