This sub-series contains various journals and reports of expeditions organised by Oakham School Exploration Society in the 1970s and 1990s.

This series focusses on the history of Oakham School Politics Association, opened to pupils in the Upper School.

This series relates to Junior Day girls of Ancaster. The house was built in 1974, as part of the new Jerwoods Campus for the Lower School. Most of the collection is made of the House photographs since the first year of Ancaster, as well as informal photograph of the girls in house events and sports competition.

This sub-series focuses on the day-to-day running of Ancaster house and mostly contains house diaries. Items give information regarding the house, achievements of the girls and house events.

A collection of loose flyers, emails, posters and programmes from the Ancaster Diary. Girls from the house are often circled or highlighted.

An address list for the girls boarding in Lincoln House in the academic year 1989-1990. Two pages A and B.

The signing out sheet used in Lincoln House. Two pages A and B.

This series focuses on the Junior House/Chapmans pupils and staff since its opening in 1910. It first comprised the Junior Department with facilities for boys boarders and classrooms. The house was renamed Chapmans in September 1960, after Frank Emerson Chapman, first Housemaster of the Junior House; it became a Senior House. Most of the series is made of photographs, house photographs as well as more informal photographs.

An inventory an valuation of furniture, fixtures and effects in and upon the premises known as 'Junior House', made for transfer from E. Pickering Clarke to the Trustees. Contains information on the building, its fixtures and fittings, in the dining room, kitchen, garden, toilets, pantry, sick room, matron room, dormitory, study, classroom, bathrooms, coal house, workshop, tool shed, gardens and tennis nets. Thirty-three pages A to AG.

This series focuses on the boarding boys in Deanscroft, since its opening in 1948. The Headmaster himself was Housemaster, until 1971. Deanscroft boarding house was closed on Speech Day 1989, prior to its conversion into Stevens, a boarding house for girls. The boarding boys were moved to the newly built Haywoods House on Kilburn Road. The items include the complete set of house photographs and informal photographs showing boys around the house and on campus, as well as duty records.