| 1200 | 1199 John | Late 13th century, Monnow Bridge was built. |  |
| 1216 Henry III |
| 1272 Edward I |
| 1300 | 1307 Edward II | 1371 Earliest records of an organised fraternity of Haberdashers in the area around St Paul’s Cathedral in London, England. 1387 Henry V born in Monmouth Castle. |  |
| 1327 Edward III |
| 1377 Richard II |
| 1399 Henry IV |
| 1400 | 1413 Henry V |
| 1422 Henry VI | 1448 Henry VI granted the Haberdashers’ Fraternity a charter of incorporation. 1459 The first Haberdashers’ Hall was built in Maiden Lane, London. |  |
| 1461 Edward IV |
| 1483 Edward V |
| 1483 Richard III |
| 1485 Henry VII |
| 1500 | 1509 Henry VIII | 1564 William Shakespeare born. | 
|
| 1547 Edward VI |
| 1553 Lady Jane Grey |
| 1553 Mary I |
| 1558 Elizabeth I |
| 1600 | 1603 James I | 1613 The first William Jones bequest – to fund schools in Monmouth. 1614 Monmouth School founded |  |
| 1625 Charles I |
| 1649 Interregnum(Oliver Cromwell) |
| 1660 Charles II | 1666 Haberdashers’ Hall destroyed in Great Fire of London 1671 Second Haberdashers’ Hall built on same site as first. |
| 1685 James II |  |
| 1689 William III and Mary II |
| 1700 | 1702 Anne | 1802 Lord Nelson visits Monmouth. |
| 1714 George I |
| 1727 George II |
| 1760 George III |
| 1800 | 1820 George IV |
| 1830 William IV |
| 1837 Victoria | 1856 Monmouth School rebuilt. 1892 HMSG founded 1897 HMSG moved to present location and buildings |  |
| 1900 | 1901 Edward VII | |  |
| 1910 George V |
| 1936 Edward VIII |
| 1936 George VI | 1940 Second Haberdashers’ Hall destroyed in air raid. 1946 Haberdashers’ Monmouth Schools acquire Direct Grant status. |
| 1952 Elizabeth II | 1956 Third Haberdashers' Hall opened. 1976 Haberdashers’ Monmouth Schools become fully independent. 1998 Agincourt School joined the Haberdashers’ Family of Schools. |  |
| 2000 | 2002 The fourth Haberdashers’ Hall is completed. |