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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.

A bound copy of several Old Oakhamian Magazines from 1994 to 2002.

This series focusses on the headmastership of Tony Little (1996-2002) and contains items relating to the life at School in the 1990s and early 2000s, its staff and pupils.

A collection of documents, mostly photographs, relating to the Schanschieffs site.
In 1994, the School purchased the Catmose Vale site, behind Rushebrookes house. The original buildings were built in 1836-1837 by William J. Donthorn. They used to be the town’s workhouse, which later became the Catmose Vale Hospital. On the site was built a car park, two Day boys’ houses and the original buildings were converted into two Day girls’ houses. The four houses were officially opened on 17 September 1997 and were named after Rutland villages: Gunthorpe and Hambleton (Day girls), and Barrow and Clipsham (Day boys). The site was named after O.O. Simon Schanschieff ('57), Chairman of the Trustees.

The Old Oakhamian Magazine, published in Autumn 1997. Contents: All Your Yesterdays; Oakham 1940-45; O.O. News; Gardens & Grounds; Marriages, Births & Deaths; Obituaries; Cricket World Trophy 1997.

This file focusses on photographs of the Schanschieffs site, including a scrapbook of the refurbishment and opening.

A scrapbook recording the history of the Schanschieff site, Rutland independence, photographs of the houses (exterior and interior), house photographs of the boys of Clipsham and Barrow. Contains mood boards for colour schemes and designs of each of the houses. Also contains fabric samples. Has photographs of the Simon Schanschieff's portrait at the back with his wife Pip and the artist June Mendoza; also present was the Headmaster Graham Smallbone and Pip Schanschieff.

This file focusses on matters of the Parent/Teacher Committee during the headmastership of Graham Smallbone.

This series focusses on the headmastership of Graham Smallbone (1985-1996) and contains items relating to the life at School in the 1980s and 1990s, its staff and pupils.

Notes by the Headmaster Graham Smallbone on the future needs of the School for a discussion in January 1986. Two pages A and B.