Timeline of BGS history
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| Year | Event |
|---|---|
| 1329 | First written reference to a Grammar School in Boston - Robert of Muston appointed master |
| 1555 | School charter granted by Philip and Mary |
| 1567/8 | Big School built |
| 1635 | Boston Latin School founded. Currently the oldest existing school in the United States. |
| 1708 | Laughton Bequest |
| 1827 | Number One South End built (no longer used by the school) |
| 1850 | North end lobby of Big School opened |
| 1856 | South end classroom of Big School opened The History and Antiquities of Boston published |
| 1862 | Stained glass windows installed in north windows of Big School. |
| 1866 | North end classroom of Big School opened First five verses of Floreat Bostona written Earliest record of a BGS cricket match against another school: The King's School, Grantham |
| 1871 | Number One South End extended to accommodate boarders First Fives Court opened (demolished in 1904) |
| 1875 | Parry Gold Medal instituted |
| 1887 | Sixth verse of Floreat Bostona written to commemorate Queen Victoria's golden jubilee year |
| 1900 | Old Bostonian Association formed. Initially called the 'Old Bostonian Club'. |
| 1904 | First science block opened Second Fives Court opened (demolished around 2000) |
| 1920 | First issue of the Bostonian magazine published House system 'reintroduced' with three houses: Gannock, Muston and Parry. |
| 1921 | Boston High School founded |
| 1926 | Main Quadrangle Block opened |
| 1936 | Laughton formed as fourth house |
| 1938 | Sports Field came into use |
| 1939 | Air Raid Shelters built (demolished in 1958 and 1968) |
| 1941 | CCF formed |
| 1949 | First Dining Hall opened (demolished in 1984) First edition of The Quintian published |
| 1953 | Ormiston House, 27 Rowley Road built (sold in 1980) |
| 1955 | 400th anniversary of school charter being granted First Charter Day service held Stained glass panels conceived for bay window of Big School (installed 1956) Boston Grammar School: A Short History published |
| 1958 | Assembly Hallopened Second science block opened (demolished in 2002) |
| 1960 | Pavilion Staff Room opened Specific ties and lapel badges introduced for prefects |
| 1961 | Big School renovated and converted to use as school library. |
| 1965 | Swimming pool opened (in use until 1981) |
| 1966 | Junior Common Room opened Boston Grammar School: A Short History updated |
| 1968 | Mobiles introduced (all removed by 2003) Stained glass installed in the Library, depicting the four historical figures after whom the Houses are named |
| 1976 | Sports Hall opened |
| 1984 | Second Dining Hall opened |
| 1985 | Design and Technology Block opened Floreat Bostona authored by alumnus George Bagley |
| 1988 | Link Block opened |
| 1992 | First issue of the Grammar Gazette published. |
| 1993 | Sixth Form Block opened |
| 1996 | Library refurbished |
| 1997 | Art and Music Block opened |
| 2000 | Centennial Anthology published |
| 2002 | Third science block opened |
| 2013 | BGS acquired Academy status. |
| 2018 | First floor extension to Sixth Form Block |