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This series is related to the buildings on the School campus and documents their history. Most of the collection is made of photographs and artwork, as well as architectural plans. Each sub-series focusses on a different building.

This collection contains material relating to the history of the houses and their pupils. Each series is focused on a different house and many contain rich and detailed photographic records of houses year by year. Some houses are more detailed than others.

Other highlights of this collection include house handbooks, which help to induct a pupil into a house and its daily routine; photographs of daily life, including house events and leisure time; and administrative documents such as house diaries which record the calendar of house events, achievements of pupils, and accounts of incidents.

Included in this sub-fonds are houses which are no longer in existence such as Johnsons and Ruddles.

This series focuses on various dedication and rededication services since the opening of the School Chapel. Most items are orders of services.

A collection of documents, including photographs and commemorative plaques, relating to the School's cricket pavilions on Doncaster Close since the 19th century.

A bound copy of several Oakhamian Magazines from 1949 to 1954.

A record book, from Winter term 1949 to Winter term 1963, recording facts and figures concerning the School House boys, including Heads of House and Prefects, sports teams, roll calls, inter-house results, society and club members.

A bound copy of several Oakhamian Magazines from 1954 to 1959.

A bound copy of several Old Oakhamian Magazines from 1968 to 1973.

The Old Oakhamian Magazine, published in 1969. Contents: Editorial; This Year's President; Annual Dinner; Annual General Meeting and O.O. Day; Regional Meetings; School News; J.L.D. and M.D.; O.O. News; Engagements, Marriages, Births & Deaths; Obituaries; New Members; Address List Part IV; Masonic Lodge; Notices; Diary Dates; Golf. Sixteen double-pages A to P.

This sub-series related to memorial services held in the School Chapel in memory of pupils, Old Oakhamians and staff members who passed away.