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This series focusses on the headmastership of Rev Edward Vere Hodge (1879-1902) and contains items relating to the life at School in the late19th century, its staff and pupils. The series contains some of the earliest photographs of Oakham School's collection.

The Old Oakhamian Magazine, published in 1968. Contents: Editorial; This Year's President; Annual Dinner; Annual General Meeting and O.O. Day; Regional Meetings; School News; O.O. News; K.R.B.; Engagements, Marriages, Births & Deaths; Obituaries; New Members; Address List Part III; Masonic Lodge; Notices; Diary Dates; Golf. Fourteen double-pages A to N.

The Old Oakhamian Magazine, published in 1988. Contents: 1888 And All That; O.O. Club 1888-1988 - Presidents and Hon. Secretaries; This Year's President; Annual Dinner; O.O. Day and A.G.M.; Regional Reunions; School News - Round-up; Tributes to the retiring Staff - MS, AV, PW, MB; Today's Sixth Former; The Barraclough; O.S.E.L.; O.S.C.A.; Chapel; Music; Drama; C.C.F.; Duke of Edinburgh's Award Scheme; O.S.E.S.; Sport; O.O. News; New Members; Address Changes; Engagements, Marriages, Births & Deaths; Obituaries; Oakham's Art Masters; The Oldest Old Oakhamian?; O.O. Golfing Society; O.O. Rifle Club; O.O. Lodge; Club Colours/School Shop; Notices; Diary Dates; Rugby Fixtures; Yes, I Remember it Well! (Answers). Twenty-four double-pages A to X.

The Old Oakhamian Magazine, published in March 1997. Contents: World Record Holders; Jack Barber; All Your Yesterdays; Raleigh International's Chile 96A Expedition; O.O. News; O.S. Exploration Society; Obituaries; O.O. Annual Dinner; Announcements; Sports; Art Exhibition; Oxbridge Success.

A bound copy of several Old Oakhamian Magazines from 1968 to 1973.

A bound copy of several Old Oakhamian Magazines from 1985 to 1990.

A bound copy of several Oakhamian Magazines from 1964 to 1967. Item A has a black cover; item B has a brown cover.

A book recording the Chapel's services including dates, hours, services, officiants and preachers, attendances and collections, from Winter term 1962 to Winter term 1977.

A letter (A) from Graham Smallbone, Headmaster, Simon Schanschieff, Chairman of Trustees, and Rev Terence Treanor, Honorary Secretary of the Old Oakhamian Club, to former pupils who were at Oakham during John Barber's years with the School regarding celebrating his eightieth birthday and the Barber Archives. Attached is a reply slip (B).

A prospectus promoting studying at Oakham School in 1951. Contents: School History; Trustees and Staff; Curriculum; Boarding Houses; Clothes and Uniform; Health; Sports, Activities and Societies; Fees; Scholarships; Day Boys. Seven double-pages A to E. Enclosed is a list of staff (F).