1584
Uppingham School Founded by Archdeacon Robert Johnson. The original school room built near the churchyard in Uppingham
1584 - 1588
David Black, Headmaster
1587
The Foundation Charter was granted by Queen Elizabeth I
1588 - 1592
George Daniell, Headmaster
1592
The Hospital built, now houses the School Library
1592 - 1605
William Pickering, Headmaster
1602
Henry Ferne, first known Uppingham School Boy, becomes Chaplain to Charles I
1605 - 1614
The Revd Ishmael Borough, Headmaster
1614 - 1631
The Revd John Clarke, Headmaster
1631 - 1641
The Revd Ezekial Johnson, Headmaster
1641 - 1669
The Revd Francis Meres, Headmaster: 30 plus boys now attend the School
1643
First record of decisions made by School Governors
1669 - 1684
The Revd Thomas Stockman, Headmaster
1721 - 1734
The Revd Ambrose Reddall, Headmaster
1734 - 1747
The Revd William Hubbard, Headmaster
1747 - 1756
The Revd Henry Laybourn, Headmaster
1757 - 1771
The Revd Henry Knapp, Headmaster
1771 - 1777
The Revd John Fancourt, Headmaster
1777 - 1793
The Revd Jeremiah Jackson, Headmaster
1783
First Old School House Studies
1793 - 1822
The Revd John Butt, Headmaster
1815
First recorded cricket match against Oakham School
1846
First mention of Praepostors in school literature
1848
School seal first used
1848
Railway comes to Manton
1851
The Hospitaller (first School Magazine) published
1852
First OU Cricket Match
1853
The first Lodge (boarding house) accepts pupils
1853 - 1887
Rev Edward Thring Headmaster, transformed the school in his 34 years of leadership
1855
First Music Master appointed First Cricket match against Oundle School
1856
First School Songs introduced Lorne House boarding house opens
1857
Uppingham Football rules established
1859
West Deyne boarding house opens
Old Constables boarding house opens
Athletics introduced as a sport
First gymnasium in an English School
1860
Bathing place (i.e first swimming pool) was introduced
1864
First inter-house games cups
First cricket pavilion built on The Upper
1865
The Chapel consecrated
Paul David appointed as first Music and Choir Master - now known as Director of Music – the first appointment of its kind at any school
1868
The Lower School completed - now The Lodge (boarding house)
1869
First Headmasters' Conference held by Edward Thring at Uppingham
1872
First Music School established
1875 - 1877
School transfers temporarily to Borth, Wales, due to Typhoid epidemic in Uppingham
1883
Swimming Pool opens (a first for any school in the country)
1889
Rugby code for football adopted
Uppingham School Rifle Volunteer Corp (CCF) started
1894
The railway comes to Uppingham
1895
The Routh Cup (for cross-country) first awarded
1898
First rugby match against another school - Rugby
1905
The Boer War and Paul David Memorial Concert Hall and Gymnasium (now The Theatre) boarding house opens.
1910
The Old Music School completed
1919
The (original) Lodge (The Lower School) moves to Nevill Holt, and is no longer an integral part of Uppingham School
1923
Second Cricket Pavilion on The Upper built
1935
The Sanatorium opens (combining Woodfield Sanatorium and Fairfield Isolation block)
1939 - 1946
Kingswood School shares the facilities at Uppingham throughout WWII
1950
WWII Memorial and new Library boarding house opens
1957
The New Science Block completed
1964
School Shop boarding house opens for business
1965
The Thring Centre boarding house opens and houses the Design and Technology Department
1969
Memorial Hall divided horizontally to accommodate two floors
Community Service starts (known as the Pioneer Group or Public Service for the first few years)
1972
Theatre boarding house opens
The Headmaster ceases to be Housemaster of School House
1975
Fairfield boarding house opens as Uppingham's first Sixth Form girls' house
1981
New Music School and Buttery open
1982 - 1991
Nicholas Raymond Bomford, Headmaster
1984
Quatercentenary celebrations: Queen Elizabeth II visited Uppingham, marking Uppingham’s 400th anniversary from when it was founded during the reign of Queen Elizabeth I
1986
Johnson's, Uppingham's second Sixth Form girls' house, opens
1989
Maths Block constructed
1991
Lee Astro laid to provide an all weather sport surface
1994
The Lodge becomes a Sixth Form girls' house
Woodfield boarding house opens as a new Lower School for entry at 11+
1995
The Leonardo Centre boarding house opens to house Art, Design and Technology
1997
Thring Centre becomes the Sixth Form Centre
2001
Sunley Astro, Uppingham's second all weather sport surface, laid
Samworths' opens as Uppingham's first 13+ girls' house
2002
Fairfield becomes a 13+ girls' house
2003
The Languages Centre boarding house opens
2004
New House boarding house opens as a 13+ girls' house
2006
The Paul David Music School is completed
The Williams Studio Theatre boarding house opens
The Middle Pavilion completed
2008
Third Astro laid on the Middle Playing Fields
2010
The Uppingham School Sports Centre (USSC) opens (officially opened in March 2011 by Lord (Sebastian) Coe)
Windmill House acquired to house the RS and Philosophy Department
2011
Woodfield converted into a Health Centre, and the Sanatorium, previously housed alongside Johnson's, closes
Johnson's accepts girls from 13+
2014
New Science Centre boarding house opens (officially opened in November 2014 by Professor Sir Alec Jeffreys)
2016
Dr Richard J Maloney, Headmaster
2024
Li Kwok Po House opens as a co-ed day house, in the building previously known as the Thring Centre. Named after Dr the Hon Sir David Li Kwok Po (H 54), the new House takes the total number of houses to 16
Uppingham Cairo opens in Egypt
2026
Uppingham Hung Yen opens in Vietnam
