This series focuses on Stevens House pupils and staff since its opening in 1989 after the conversion of Deanscroft, a former boys' boarding house. Most of the series is made of photographs, house photographs as well as more informal photographs focussing on house events.

This series focuses on Wharflands pupils and staff since its opening in 1920. Most of the series is made of house photographs, various photographs of Housemasters and administration documents.

Oakham School Magazine, recording the Winter term 1887 (published in Spring term 1888). Contents: The Concerts; The Unemployed of Ancient Rome; A Lycée at Caen; Cricket in its earliest forms; Notes on a Wimbledon Meeting; My First School; Football; Correspondence; School Notes. Nine double-pages A to I.

This file focusses on various prospectuses published under the headmastership of Walter Lee Sargant in the early 20th century.

A prospectus promoting studying at Oakham School in 1903, with illustrations. Contents: Brief History; Subjects of Instruction; Boarding Houses; Health; Games; Holidays.