This file focusses on letters received/sent by the Headmaster Tony Little during his headmastership (1996-2002).

This series is related to the buildings on the School campus and documents their history. Most of the collection is made of photographs and artwork, as well as architectural plans. Each sub-series focusses on a different building.

A collection of documents, including photographs and art works, of Chapmans, formerly Junior House, built in 1910. The Georgian-style house stood on a ground of one-and-a-half acres. It consisted of dormitories and classrooms facing south which were “well-lighted and ventilated”. The Junior House had been built initially in order to provide a well-equipped Junior Department for a limited number of boarders. In 1936, a new wing was added to the house, comprising a large dining hall, a leisure room, and a new sick room. Rooms were also designed for a House Tutor. The original house was improved, especially the kitchens where “all wash-basins were fitted with hot and cold water, and baths and lavatories were added”.
In September 1960, the Junior House was set to become a Senior House and was renamed Chapmans, after Frank Emerson Chapman, first Housemaster of the Junior House. In 1961, a wide new wing was built on what was the playground. The boys could now enjoy the comfort of new changing rooms, a common room and studies. Above, a dormitory accommodation and rooms for the House Tutor were also added. The old dining room was expanded into a former common room.

2 letters between the Headmaster Tony Little and Michael Yeld regarding regarding Robert Norman Yeld's life at school and after and sending one of his drawings to the school

This sub-series contains house magazines written by the boys of Peterborough House. The magazines includes house news of the term, reports on interhouse competitions, drawings, poems and cross-words, and reports on the life in house.

A5 magazine, stappled; pages numbered 82 to 104; bordered cover with contents: Frontpiece, Editorial, School Notes, School Concert, Wind in the Trees, Two Country Squires in the Shires, Lectures, Football, the Steeplechases, O.T.C., O.O. News, Correspondence; with a drawing of Chapel Close; name "Worthington" hand-written on the cover

A5 magazine, stappled; pages numbered 106 to 128; bordered cover with contents: Frontpiece, Editorial, School Notes, the Sports, A Little Egyptian, Oakham School Players, the Debating Society, O.T.C., Cricket, O.O. News, Games Account; with a drawing of the Chapel; name "Worthington" hand-written on the cover

A photocopy of a report of Government Commission regarding the education at Oakham and Uppingham schools. Includes information on the tone of the school, daily life, buildings, punishment, lessons, prizes, sports, entry into universities, staff, curriculum, and admissions. Items A to I

A collection of photographs and art work of College House, formerly the Old Vicarage, which was the Sanatorium before becoming the first girls' boarding house in 1971. Also contains a large file on the architecture and history of the building.

Magazine named The Oakhamian, stappled; an aerial photograph of the chapel and Church passage on the cover; 80 pages; contents: Editorial, School News, Clubs and Societies, rama, Music, Musing-Impressions-Travellers' Tales, Icelandic Summer, Japan, Summer retrospect, Sport, C.C.F., School Council; with photographs of matches, trips, plays