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An account of Oakham School with illustrations written by the Headmaster, Walter Lee Sargant in the early 20th century. Contents: Preface; Foundation and Old School; Curriculum and Examinations; Boarders and Houses; Notes on School Life; The Junior House.

An update to an earlier publication on the history of Oakham School, titled 'Thirty Years' Work' by W.L. Sargant in Easter 1908. It was printed for private circulation only. Three pages A to C.

A confirmation form filled in by Nicholas Newton, with information on his age, house, tutor, baptism, address and dates of meetings and visits for the candidates' preparation.

A confirmation form filled in by James Fergus, with information on his age, house, tutor, baptism, address and dates of meetings and visits for the candidates' preparation.

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).

A prospectus promoting studying at Oakham School in 1902. Contents: Trustees & Staff; Subjects; Upper School & Lower School; Examinations; Boarding Houses; Library, Games & Extras; Terms; Holidays; Infectious Disease; Scholarships, Exhibitions & Prizes. Three double-pages A to C.

This file focusses on roll call lists from the late 19th century/early 20th century, under the headmastership of Rev Edward Vere Hodge.

A roll call for School House and Mr. Scriven's in Winter term 1885, with hand-written notations and "E.C. Jeffery" stamped several times at the back.

A roll call for School House, Mr. Scriven's, Mr Williams', Bank House and the Day Boys in Winter term 1887.

A photograph of eight boys in School House, probably in the late 1880s.