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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.

A letter from Robert Fellowes, in service to the Queen at Buckingham Palace, to Richard Bull thanking the Headmaster, the school staff and pupils on behalf of The Queen and The Duke of Edinburgh for the visit and the celebrations of the Quatercentenary, and thanking John Barber for a copy of his book "The Story of Oakham School".

A story of Oakham School by John Barber. A book on the history of the school from its foundation. Preface by O R S Bull (head). Some damage to cover. Barber has signed the title page.contains Robert Johnson's will, statues/ ordinances, Foundation grants, Headmaster, sport, Memorial Brass in North Luffenham Church.

A paper talking about he middle school tutoring system at Oakham including key responsibilities of a tutor.

A copy of the Oakham School red book owned by Terence Treanor. Winter Term. Notes and annotations on the inside. Initials outside read TGT.

A copy of the Oakham School red book owned by Terence Treanor. Winter Term.

A copy of the Oakham School red book owned by Terence Treanor. Winter Term. Notes and annotations on the inside.

A copy of the Oakham School red book owned by Terence Treanor. Winter Term. Notes and annotations on the inside. Initials outside read TGT.

A copy of the Oakham School red book owned by Terence Treanor. Winter Term. Notes and annotations on the inside.

A copy of the Oakham School red book owned by Terence Treanor. Winter Term. Notes and annotations on the inside.