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A group of twenty photographs showing Lower School pupils on a school trip in the country side and in an education centre, possibly in 2000.

A letter from the Headmaster Designate Henry Price to Parents regarding the Teacher Assessed Grades replacing external examinations in May 2021.

A detailed prep timetable for Form 5 in the Winter term 2020 to fit in the new Timetable B, due to Covid restrictions. The item was pinned on the year group's notice board in house.

A detailed prep timetable for Form 4 in the Winter term 2020 to fit in the new Timetable B, due to Covid restrictions. The item was pinned on the year group's notice board in house.

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 1960-1961. Contents: Numbers; Staff; Activities; Health; Accommodation; General Remarks. Attached is a general planning review (appendix A). Eleven pages A to K.

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.