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.

A collection of photographs and art work of College House, formerly the Old Vicarage, which was the Sanatorium before becoming the first girls' boarding house in 1971. Also contains a large file on the architecture and history of the building.

This file contains various photographs of College House throughout the years.

This sub-series focuses on photographs of boys, then girls, living in College House in the 1960s and 1970s.

This series relates to College House, the pupils who lived there and the history of the building.
College House was built c.1320 and used to be a priest’s house for clergy sent to the town by Westminster Abbey. Oakham School bought College House from the Church in 1736. It served as the school’s Sanatorium until 1965, when College House was then converted into a boarding house for a dozen potential Oxbridge candidates.
In 1971, College House became the first girls’ boarding house. In 1982, it was converted to be used as a Seventh Form Study Centre.
Since 2007 College House has been converted into offices. The Foundation and Marketing moved in and the Senior Deputy Heads use the wing as their private residence. The Barber Rooms, housing the School Archives, opened in 2010 on the first floor and the Old Oakhamian Club is now on the ground floor.

An informal photograph of the boys in College in the Summer term 1966, with names attached.

This file focusses on artwork of College House, including drawings and a watercolour.

A copy of a drawing of College House and the Chapel in 1968 by John Suraswadi, with a note from John to Patrick from 2009.

A photograph in black and white of College House, formerly the Sanatorium, in 1977.

A detailed description of the walls, roof, windows and floors of College House and mention of any damage to the structure, by R.E.M. Thomas in February 1998 and an addendum from May 1998. Four pages A to D.