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This sub-series related to memorial services held in the School Chapel in memory of pupils, Old Oakhamians and staff members who passed away.

This series is related to the charity work at Oakham School, including the fund raising and other events organised at school by staff, pupils, houses and the Oakham School Charities Association (OSCA) in aid of various charities and the local community.

This collection highlights the work and life of Oakham School pupils both during and after their time at the school. The collection has an excellent representation of the careers, work, and exam aspect of school life, including examination results, leaver destinations, work experience and information on Project 20/20.

There are detailed records on the council, Decem and prefects, particularly in their recruitment, meeting minutes, and handbooks.

In several of the series, there is a strong photographic collection illuminating the rich daily life of the school and its pupils. This is shared alongside copies of pupil magazines, arts calendars, and records of pupil achievements.

Order of service for the Service of Confirmation by the Right Reverend John Holbrook, Bishop of Brixworth, held at the School Chapel on 18 January 2020, containing a list of those being confirmed.

This sub-series relates to various services of baptism and confirmation held at the School Chapel. The largest file contains orders of service for Confirmation services.

This file contains orders of service for various Confirmation Services celebrated in the School Chapel over several years.

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.

Order of service for the Service of Confirmation by the Right Reverend Donald Allister, Bishop of Peterborough, held at the School Chapel on 19 January 2019, containing a list of those being confirmed.

Order of service of the Memorial service for Toby Davies at the School Chapel on 21 March 2018.

Order of service for the Service of Confirmation by the Right Reverend Donald Allister, Bishop of Peterborough, held at the School Chapel on 27 January 2018, containing a list of those being confirmed.