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This sub-series focuses on informal photographs of the girls in Rushebrookes, in particular interhouse competitions.

A collection of documents, chiefly photographs, of Wharflands, purchased by the then Headmaster Walter Lee Sargant in 1920. The property was converted into a boys’ boarding house for twenty-six boys, while the Old Stables were used for other school purposes. Extension work began in 1928, adding four new dormitories and a large dining hall. The O.T.C. established its headquarters in the new extension. With the boys now living in the extension, the Housemaster and his family could occupied the old house. The first floor was converted into some classrooms, for the teaching of Science and Maths. In 1960 and 1977, a series of improvement and refurbishment work started and changing rooms were modernised, while new rooms were added.

A collection of documents, mainly photographs, of Jerwoods, the Lower School Campus. In 1962 the School purchased the old vicarage on Burley Road, named Peterborough House. In 1967, the Junior boys moved into their new boarding house. In 1974, new houses were erected around Peterborough House. The duo-decagonal Lincoln House for boarding girls was designed by Tom E. Wilson and built by George Duxbury and Sons, the architect and contractors of Round House. Behind it was built the Coleman Building, named after Leslie Coleman, into which Sargants (Day boys) and Ancaster (Day girls) moved in 1975. On 14 May 1974, John Jerwood unveiled the foundation stone and the Junior School was officially opened on 23 November. The houses comprised small dormitories with bunk beds, common rooms, a junior library and playing areas. The Coleman Building was linked to Lincoln House and Peterborough House.

A collection of documents, mostly photographs, of Rushebrookes, the third purpose-built boarding house for girls, adjacent to Buchanans house, on the land purchased in 1977. The new house was named after the school’s first headmaster, Robert Rushebrooke. The first girls moved in over Spring half-term 1980 but the opening ceremony only took place later that year, on 22 November.

This sub-series contains files and items related to Henrietta Lea. most of the collection is made of sympathy cards and letters from Parents and Staff to Jon and Kim Wills.

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

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

The sub-series include three large scrapbook containing news paper cuttings of every of the First World War, research booklets, a book donated to the school and several photographs.

This sub-series relates to various services of baptism and confirmation held at the School Chapel. The largest file contains orders of service for Confirmation services.

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