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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 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.

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

The Oakhamian Magazine, recording the Winter term 1977. Contents: Editorial; School News; Clubs and Societies; Drama; Music; Musing-Impressions-Travellers' Tales; Icelandic Summer; Japan; Summer retrospect; Sport; C.C.F.; School Council.

The Old Oakhamian Magazine, published in 1960. Contents: Editorial; This Year's President; Annual General Meeting; Annual Dinner; Regional Meetings; School News; O.O. News; Engagements, Marriages, Births & Deaths; Obituaries; New Members; Changes of Address; Notices; Golf; Stop Press. Eleven double-pages A to K.

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

A roll call for School House, Mr. Scriven's, Mr Williams' and the Day Boys in Spring term 1888.

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