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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.

Order of service (A) for the memorial service celebrating the life of John David Buchanan, held in Chapel on 30 September 2005. Enclosed are a donation slip to a Memorial Bursary (B) and a blank tribute card (C).

Seven negatives of the opening ceremony of the Wilson Fields and Pavilion on 16 April 2005.

This file relates to the opening and renaming of new dorms in School House and shows families and friends of Old Oakhamians cutting the ribbons and the following celebration in the small Barraclough and in Stumps.

This sub-series contains books used by pupils during services in chapel or books published by staff or Old Oakhamians and given to the school. A large part of this sub-series contains hymns books compiled by Rev T.C.H. Clare ('29).

This sub-file contains photographs of the opening ceremony of the Wilson Playing Fields on 16 April 2005.

Order of service of the service of thanksgiving for Thomas Peter Grant held at the School Chapel on 22 September 2006.

A collection of documents relating to the Wilson Fields and cricket pavilion, including photographs of the opening. In 2005, the Springfield Playing Fields on Ashwell Road were renamed the Wilson Fields, to honour O.O. Lynn Wilson ('57). Lynn Wilson also funded the construction of a pavilion on the fields. The official opening ceremony took place on 16 May 2005.

A programme for the memorial service of Lynn Wilson, containing a list of people involved in the organisation and a list of various tasks.

Order of service of the service of thanksgiving for Brian Primmer held at the School Chapel on 4 May.