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A prospectus promoting studying at Oakham School in 1942. 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; O.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. Nine double-pages A to I. Enclosed is modifications to the clothes list due to Rationing in July 1941 (J).

A prospectus promoting studying at Oakham School in the 1930s. Contents: 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.

A copy of John Buchanan's book 'Operation Oakham', published by the Sycamore Press in 1984.The book tells the story of Oakham School's independence and the start of co-education. There is a dedication to Edward Leigh, dated from 7 January 1985.

A bound copy of several Oakhamian Magazines from February 1988 to February 1991.

A bound copy of several Oakhamian Magazines from 1886 to 1893.

An account book recording income and expenditure from May 1875 to December 1895.

A bound copy of several Oakhamian Magazines from 1902 to 1910.

A Certificate 'A' awarded to cadet Philip Gordon Pearce-Smith of the Oakham School Contingent C.C.F. on 21 March 1949.

An O.T.C. account book recording receipts and expenditure from 1912 to 1938.

Issue of The Old Oakhmian Calendar. Contents: Frontpiece, Editorial, Names and Addresses of Members of the Old Oakhamian Club, Annual Dinners, Presentation to Mr. J.C. Clark, The Headmaster's Letter, Cambridge Letter, Review of School Games 1924-1927, Mr. J.C. Clark's Trip to Canada, Births, Deaths and Marriages, Old Oakhamian Notes, Cricket and Football Matches, School Staff Sept. 1927; with a photograph of the West Front of the Memorial Chapel; with hand-written amendments to the Members' list. Double-pages numbered A to M.