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A collection of documents related to the Foundation of Oakham and Uppingham Schools by Archdeacon Robert Johnson, including several editions of the Statutes and Ordinances.

A collection compiling research from various authors related to Headmasters, Masters, pupils and school buildings.

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).

A collection of photographs and art work of School House, and plans of the building.

A collection of photographs and art work relating to the whole School Campus, in particular aerial photographs from 1937 of the School and the town, and a file of individual photographs of buildings around the campus. The oldest items in this sub-series date back to the 19th century.

This sub-series focusses on various photographs of the pupils and staff of School House as well as various documents related to the history of the house.

Various editions of "The Book of Oakham School", written by Walter Lee Sargant.

Research material on some soldiers and their family, most notably the Neilson brothers and the Sills family.

This sub-series relates to the history of the Cadets at Oakham School since 1910. The bulk of the collection is made of photographs of inspection throughout the 20th century.

A collection of documents, including photographs and art works, of Chapmans, formerly Junior House, built in 1910. The Georgian-style house stood on a ground of one-and-a-half acres. It consisted of dormitories and classrooms facing south which were “well-lighted and ventilated”. The Junior House had been built initially in order to provide a well-equipped Junior Department for a limited number of boarders. In 1936, a new wing was added to the house, comprising a large dining hall, a leisure room, and a new sick room. Rooms were also designed for a House Tutor. The original house was improved, especially the kitchens where “all wash-basins were fitted with hot and cold water, and baths and lavatories were added”.
In September 1960, the Junior House was set to become a Senior House and was renamed Chapmans, after Frank Emerson Chapman, first Housemaster of the Junior House. In 1961, a wide new wing was built on what was the playground. The boys could now enjoy the comfort of new changing rooms, a common room and studies. Above, a dormitory accommodation and rooms for the House Tutor were also added. The old dining room was expanded into a former common room.