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This series focusses on the headmastership of Walter Lee Sargant (1902-1929) and contains items relating to the life at School in the early 20th century, its staff and pupils.

The Oakhamian Magazine, recording the Summer term 1935 (published in Winter term 1935). Contents: School Officials; School Notes; Obituary; The Chapel; Music Notes; The Library; Photographic Society; Debating Society; Reading Society; The Needle's Eye; Cricket; Swimming; Football; Boxing; The Scouts; Poem - Matin à l'école; O.T.C.; Champagne for Dinner; Make Believe; O.O. News. Ten double-pages A to J.

This file focusses on roll call lists from the early 20th century, under the headmastership of Walter Lee Sargant.

This file focusses on admission prospectuses published throughout G. Talbot Griffith's headmastership.

An edition of Matkin's almanack including a section on Oakham School on page 16.

This series focusses on the headmastership of Grosvenor Talbot Griffith (1935-1958) and contains items relating to the life at School in the mid-20th century, its staff and pupils.

A re-print/ facsimile of an Oakhamian Magazine supplement. Includes photographs of the new Chapel, the order of service for the dedication on 29 October 1925, a report on the ceremony and a brief history of the building.

A bound copy of several Oakhamian Magazines from 1932 to 1936.

A bound copy of several Oakhamian Magazines from 1935 to 1937.

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).