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A wooden shield awarded by Rotary Club of Rutland at the Rutland Debating Festival in memory of P.P. 'Pop' Westmoreland. The shield has one central medallion and nineteen small metal medallions, nine of which are engraved with the wining school and year. Oakham School won in 1987, in 1992 and in 1995. Other winners are Uppingham Community College, Uppingham School, Vale of Catmose College and Casterton Community College.

A list of places to send brochures to.

A copy of the Deed of Covenant between Uppingham School Shops Limited and the Trustees of Uppingham School on 12 August 1974. Three pages A to C.

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 Joint services of Thanksgiving celebrating the foundation of Oakham and Uppingham schools by Archdeacon Robert Johnson.

Order of service for a joint service of Thanksgiving for Oakham and Uppingham Schools on 17 October 1971. Two pages A and B.

Order of service for a joint service of Thanksgiving for Oakham and Uppingham Schools on 17 July 1966.

Order of service for a joint service of Thanksgiving for Oakham and Uppingham Schools in Peterborough Cathedral on 18 November 1979 (A). Enclosed is a memorandum on the Peterborough Cathedral Foundation Service (B).

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).

Stretching back to the headmastership of Dr. Doncaster, this collection comprehensively covers the correspondence, publications, photographs and other ephemera of the headmasters of Oakham School up to the present day. For many of the headmasters, correspondence and rolls calls are a significant theme in their series.

This collection also contains an excellent record of speeches and sermons given by G. Talbot Griffiths and John Buchanan.

The final series on reports covers the headmaster's, deputy headmaster's and registers writings on the state of the school, including topics such as building and estate development, admissions, the curriculum, examination results, and Old Oakhamians.