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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.

A collection of photographs of the School theatres, the Barraclough Hall and the QET.

A collection of documents related to John Barber's book, "The Story of Oakham School". The sub-series includes photographs, letters received by the author, press cuttings advertising the publication and the book.

This collection focuses on major events that have occurred to the school and its pupils. This includes the Quatercentenary celebrations and the school's reaction to the COVID-19 pandemic.

The Quatercentenary celebrations compromised of several events including the visit to the school by Queen Elizabeth II and Prince Philip, Quatercentenary ball, and special productions to celebrate the recent opening of the Queen Elizabeth Theatre.

There is a detailed series on the school's Speech Day which includes a comprehensive list of programmes and award winners from the ceremony.

There is a excellent record of items showing how the school reacted to the COVID-19 pandemic. There is general communication to parents and staff, information on the structure of face to face and distance learning teaching, and also an illuminating collection of photographs taken by Ms. Fernandez in 2021.

This series focusses on the headmastership of Oliver Richard Sylvester Bull (1977-1984) and contains items relating to the life at School in the 1970s and 1980s, its staff and pupils. One of the files relates to Michael Stevens as Acting Headmaster for two terms in 1985.

This file focusses on newsletters, reviewing the terms' events and achievements.

A bound copy of several Oakhamian Magazines from Spring 1984 to Summer 1987.

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.

A photograph of Queen Elizabeth II unveiling the commemorative plaque in the new School theatre on 16 November 1984.

The Oakhamian Magazine, recording the Quatercentenary events throughout the year 1984. Contents: 1984 - A Personal View; A Backward Glance; Main Events; Summer Term Festivities; The Royal Visit; Other Opening Ceremonies.