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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 and architectural plans of the Music School since its opening in 1984.

This file contains items relating to the construction of the new Music School in 2010, such as architects drawings and plans and proposals.

Two plans, for the ground floor and the first floor, of the new Music School, with hand-written notes. Two pages A and B

This collection covers the charity and outreach work undertaken by Oakham School's staff and pupils.

There are sub-series focusing on OSCA (the school's charity association), the Rutland Water Walk, Voluntary Action, and interaction with local prep schools.

Photographic and administrative material are particularly dominant in this sub-fonds.

This series is related to outreach events organised outside lesson timetable, promoting activities at school, supporting the local community and attending events with/for other schools. This series places Oakham School at the centre of the local community.

This sub-series relates to events organised for visiting preparatory schools to Oakham School and promote the activities and various departments.

This series focuses on a large range of services held in the School Chapel, such as memorial services, confirmation and baptism services, carol services, weddings, and the weekly and Sunday services attended by pupils. Most of the items are orders of services.

This sub-series focuses on the inauguration of the High Sheriff of Rutland and services held in the Chapel.

Order of service of the service of thanksgiving for the life of Mandy Hallam held at the School Chapel on 3 November 2016.