A collection of documents relating to Round House, the first purpose-built girls’ boarding house, built in 1972 on what was School House tennis court. The Architect, Tom E. Wilson, designed a building in the shape of a Dovecote, or a Birdcage. The builders were George Duxbury (OO, '34) and Sons. The new house contained thirty bed-sitters on three floors, built around a central spiral stairway. A common room linked the new building with the War Memorial Library. At the back of the Library were built a small flat and domestic offices. Sixty girls moved in from the beginning of the 1972 Winter term and the boarding house was officially opened on 28 October 1972 by Mrs Haywood.

Three booklets from the Accountants Peat, Marwick, Mitchell & Co. to the Trustees on the Elizabethan Trust, the Development Trust and the School Accounts.

A prospectus promoting studying at Oakham School in 1937. Contents: Trustees & Staff; Foundation & History; The School today; Situation & Surroundings; Premises & Equipment; School Terms, Holidays, Timetable; Chapel Services, Religious Instruction; Curriculum; Libraries; Reports; Boarding Houses; School House, Wharflands, The Junior House; Clothes; Diet & Tuck Boxes; Health; Absence & Leave; Games; Physical Education; O.T.C.; Scouts; Activities outside the classroom; Entry, Fees, Remission of Fees for absence; Optional Payments, Extras; Pocket Money; Scholarships; Leaving Scholarships; Notice of leaving; Expenses; Appointments with the Headmaster; Day Boys; Publications; Old Oakhamian Club. Nine double-pages A to I. Enclosed are a form of application for admission (J) and a clothes list for the Junior House (K).

A collection of documents, mainly photographs, of Jerwoods, the Lower School Campus. In 1962 the School purchased the old vicarage on Burley Road, named Peterborough House. In 1967, the Junior boys moved into their new boarding house. In 1974, new houses were erected around Peterborough House. The duo-decagonal Lincoln House for boarding girls was designed by Tom E. Wilson and built by George Duxbury and Sons, the architect and contractors of Round House. Behind it was built the Coleman Building, named after Leslie Coleman, into which Sargants (Day boys) and Ancaster (Day girls) moved in 1975. On 14 May 1974, John Jerwood unveiled the foundation stone and the Junior School was officially opened on 23 November. The houses comprised small dormitories with bunk beds, common rooms, a junior library and playing areas. The Coleman Building was linked to Lincoln House and Peterborough House.

This series is related to the charity work at Oakham School, including the fund raising and other events organised at school by staff, pupils, houses and the Oakham School Charities Association (OSCA) in aid of various charities and the local community.

A report from the Chartered Accountants Peat, Marwick, Mitchell & Co. to the Trustees on the balance sheet and notes on the Oakham School Development Trust.

The Rectory Hymnal by O.O. Rev Thomas Charles Hunter Clare ('29).

A prospectus promoting studying at Oakham School in 1943. Contents: Trustees & Staff; Foundation & History; The School today; Situation & Surroundings; Premises & Equipment; School Terms, Holidays, Timetable; Chapel Services, Religious Instruction; Curriculum; Libraries; Reports; Boarding Houses; School House, Wharflands, The Junior House; Clothes; Diet & Tuck Boxes; Health; Absence & Leave; Games; Physical Education; J.T.C.; Scouts; Activities outside the classroom; Entry, Fees, Remission of Fees for absence; Optional Payments, Extras; Pocket Money; Scholarships; Leaving Scholarships; Notice of leaving; Expenses; Appointments with the Headmaster; Day Boys; Publications; Old Oakhamian Club. Six double-pages A to F. Enclosed is a list of Trustees and Staff (G).

This file focusses on various documents relating to Sports at Oakham School.

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.