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This series focuses on the history of the organs in the School Chapel, from the first one installed in 1930 to the current instruments built in 1993.

Issue of The Old Oakhamian Calendar. Contents: Editorial, Members of the Old Oakhamian Club 1920, Letter from the Headmaster with Plan, Old Oakhamian Notes, Old Boys' Matches; with some hand-written amendments to the Members' list. Double-pages numbered A to F. Attached a note with names, numbered G.

A copy of "The Book of Oakham School with Register", on the school history written by Walter Lee Sargant and including the register from 1836 to 1906 edited by E.G. Pickering-Clarke and Rev H.A. Jerwood; belonged to Edward Jerwood (name written inside).

A book recording the Chapel's services including dates, hours, services, officiants and preachers, attendances and collections, Confirmation and Baptism Services from Winter term 1925 to Spring term 1960. Also recording the list of pupils who were confirmed from 1963 to 1971.

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).

A bound copy of several Oakhamian Magazines from 1911 to 1919.

A prospectus (A) promoting studying at Oakham School in 1935. Contents: Trustees; Staff; Admission; Work; Fees; Optional Payments; Absence & Remission of Fees; Health; Entrance Scholarships; Other Scholarships & Exhibitions; Buildings; Boarding Houses; Holidays & Hours; Games & Hobbies; School Societies; Expenses; Clothes List. Enclosed are corrections to prospectus (B), and a form of application for admission (C).

This file focusses on various prospectuses published under the headmastership of Walter Lee Sargant in the early 20th century.

A prospectus promoting studying at Oakham School in 1903, with illustrations. Contents: Brief History; Subjects of Instruction; Boarding Houses; Health; Games; Holidays.

This focusses on photographs of the Headmaster, Walter Lee Sargant, as well as various photographs of Oakham town in the early 20th century.