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This sub-series is made of various items, such as informal photographs of the girls in Ancaster, house events, house prefects and miscellaneous objects. The bulk of the sub-series focuses on the 2000s.

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.

This sub-series focusses on photographs of Oakham School 1st Shooting VIII, mostly during the 1950s and 1960s, as well as teams competing in the Ashburton Competition at Bisley.

This sub-series focuses on the administration and everyday running of the Junior House/Chapmans.

This sub-series focuses on photographs of the School choir over the years.

This sub-series contains various informal photographs of the Day girls in Talbots throughout the years.

A collection of photographs and architectural plans of the Music School since its opening in 1984.

This sub-series focuses on various group photographs of the Day boys of Sargants House. The bulk of the sub-series is photographs of the prefects.

A letter and 67 photographs taken in the 1960s by the Photographic Society and David Morgan.