This series focuses on the boarding girls in Orchard Close (built in 1929), later Buchanans House. It became a girls' boarding house in early October 1975 and Michael Stevens was its first Housemaster. It was renamed Buchanans House in Summer 1977, following the retirement of Headmaster J.D. Buchanan. Work was completed on Buchanans house in 1982 and the extension was ready for occupation in January 1983. The house was first a Seventh Form house and transitioned to a Middle School house in the 1980s.

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.

This series focusses on the headmastership of Rev Edward Vere Hodge (1879-1902) and contains items relating to the life at School in the late19th century, its staff and pupils. The series contains some of the earliest photographs of Oakham School's collection.

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.

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 photograph of the Sixth Form girls and their Housemistress, Mary Hoyle, in Stevens house in the academic year 1994-1995. The photograph was taken by Brian and Elizabeth Nicholls Photography and the number of print is written on the back: HH68/8.

A photograph of the Sixth Form girls and their Housemistress, Mary Hoyle, in Stevens house in the academic year 1995-1996. The photograph was taken by Brian and Elizabeth Nicholls Photography and the number of print is written on the back: JJ58/4.

A formal photograph of the Sixth Form girls with Mary Hoyle and their tutor, Gill Dixon, in the academic year 1993-1994. The photograph was taken by Brian and Elizabeth Nicholls Photography and the number of print is written on the back: GG78/4.

Two formal photographs of the Sixth Form girls with Mary Boyle, the Housemistress, in Stevens house in the academic year 1992-1993. The photographs A and B were taken by Brian and Elizabeth Nicholls Photography and the number of print is written on the back: FF63/3 and FF63/4, respectively.

A roll call for School House, Mr. Scriven's, Mr. Williams', Bank House and Day Boys. Fragile and torn