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A collection of photographs and art work of College House, formerly the Old Vicarage, which was the Sanatorium before becoming the first girls' boarding house in 1971. Also contains a large file on the architecture and history of the building.

A list of School buildings and their dates of construction and contractors compiled by R.E.M. Thomas, School Marshal, and other town buildings. Two pages A and B.

Two photographs (A and B) of David Woodcock playing the organ in Chapel. Date is unknown.

This series focusses on the headmastership of Grosvenor Talbot Griffith (1935-1958) and contains items relating to the life at School in the mid-20th century, its staff and pupils.

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.

A headmaster's annual report for the academic year 1958-1959. Contents: Numbers; Staff; Activities; Health; Accommodation; Finance; General Remarks. Seven pages A to G.

A headmaster's annual report for the academic year 1959-1960. Contents: Numbers; Staff; Activities; Health; Buildings and Grounds; Finance; General Remarks. Attached is a university awards report (appendix A). Nine pages A to I.

A headmaster's annual report for the academic year 1961-1962. Contents: Numbers; Staff; Activities; Health; Accommodation; Finance; General. Eight pages A to H.

A headmaster's annual report for the academic year 1963-1964. Contents: Numbers; Staff; Activities; Health; Accommodation; Development Campaign; General. Attached is a report on the Sixth Form house (appendix A). Ten pages A to J.

A headmaster's annual report for the academic year 1964-1965. Contents: Numbers; Staff; Activities; Health; Accommodation; Development Campaign; General. Eleven pages A to K.