This sub-series relates to the history of Old School, oldest building of Oakham School, in Cutts Close park. It is made of a collection of photographs and art work; of newspaper cuttings and letters, mostly relating to the debate concerning the refurbishment of the building and preserving the frescoes painted by Mary Sargant Florence.

This file contains various photographs of Old School throughout the years.

A report on proposed repairs and alterations of Old School (Shakespeare Centre) from Bond & Read, Chartered Architects. Contents: Brief Description and History; Recommendations; Exterior; Interiors; Services. Four pages A to D.

This file focusses on various publication, mostly newspaper cuttings, related to the frescoes in Old School and the painter Mary Sargant Florence and post-medieval mural painting. This file is from the year 1993.

A report on proposed repairs and alterations of Old School (Shakespeare Centre) from Bond & Read, Chartered Architects. Contents: Brief Description and History; Recommendations; Appendix; Photographs; Key Drawing. Some hand-written annotations by the Headmaster Graham Smallbone. Fourteen pages A to N.

A report on the murals in Old School (Shakespeare Centre) from Bond & Read, Chartered Architects. Contents: Description and History; Appendix; Key Drawings. Seven pages A to G.

A survey report for Old School (Shakespeare Centre) from Bond & Read, Chartered Architects. Contents: Brief Description; Structure; Stonework; Roofs; Rainwater Disposal; Windows; Interior; Services; Summary; Urgent Work; Further Work; Scope of the Survey; Key Drawings. Seven pages A to G.

A group of three photographs documenting the restoration of Old School in 1994.

All the items in this series are related to the frescoes in Old School, commissioned by Walter Lee Sargant and painted by his sister, Mary Sargant-Florence, illustrating the "Story of Gareth".

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.