Reverend Edward Thring was the most famous headmaster, 1853 – 87 and made many innovative changes to the school's curriculum which were later adopted in other English schools. During his headship the school was forced to move temporarily to Borth in Wales after a typhoid outbreak ravaged the student body.
The current headmaster is Dr. Stephen C. Winkley, due to leave this 2006, at the end of the academic year, to be replaced by Richard Harman.
The nine boys' boarding houses at Uppingham are:
Brooklands, Farleigh, Fircroft, Highfield, Lorne House, Meadhurst, School House, West Bank and West Deyne.
The six girls' boarding houses at Uppingham are:
Fairfield, Johnson's (sixth form only), The Lodge (sixth form only), New House, Samworths' and Constables (currently a boys house, but being changed into a girls house).
Queen Elizabeth II visited the school on the occasion of the Quatercentenary, November 16 , 1984 .
See aso the category "Old Uppinghamians".
Notable alumni include:
- Jonathan Agnew , England, Leicestershire cricketer and Chief Cricket Correspondent for BBC Radio
- John Aldridge , Royal Academician
- Adrian Bell , author of '' Corduroy ''
- Thomas George Bonney , geologist
- Donald Campbell , world water speed record holder, killed on Coniston Water in Bluebird
- Sir Nigel Crisp , former Chief Executive of the NHS
- Peter Cropper , leader of the Lindsay String Quartet
- Stephen Dorrell , Health Secretary 1995-7
- Norman Douglas , novelist and travel writer
- Charles Dunstone and David Ross , co-founders of Carphone Warehouse
- Sir Neville Faulks , High Court Judge
- Ronald Firbank , novelist
- Stephen Fry , actor and writer
- Mark Haddon , author of '' The Curious Incident Of The Dog In The Night-time ''
- E. W. Hornung , author
- Piers Gough , architect
- George Ivatt , mechanical engineer
- Harry Judd , musician and member of McFly
- Boris Karloff
- Dominic Keating , actor
- Claude Maxwell Macdonald soldier-diplomat
- Gregor MacGregor , England, Scotland, Cambridge University, Middlesex cricketer
- Tim Melville-Ross , head of CBI and Institute Of Directors
- Ernest John Moeran , composer
- Richard Lewis Nettleship
- Dickson Poon , businessman and non-executive Chairman of Harvey Nichols
- Peter Powell , Radio One disc jockey
- Sir Patrick Renison , Governor of Kenya
- John Schlesinger film director
- Charlie Simpson , musician and ex-member of Busted
- Toby Spence , professional tenor
- Rick Stein , chef and restaurateur
- George Martin Stephen , Headmaster of St Paul's School
- John Suchet , journalist and broadcaster
- Johnny Vaughan , TV presenter
- Anthony Way , former famous chorister - St Paul's Cathedral
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