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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 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 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' 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.

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