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His great grandfather was Sir Frederick Hamilton, Baron Paisley and Governor of Ulster, a position which necessitated a change of residence from Scotland to Ireland for the family and resulted in Henry's birth a century later.
Henry's grandfather, Gustavus Hamilton, had a distinguished military career, was raised to the King's Privy Council and became Viscount Boyne in the Irish peerage.
Henry's father was the third son of Viscount Boyle, a member of the Irish Parliament and Collector of the port of Queenstown (now Cork). He was commissioned into the 15th Regiment of Foot in the British Army.
He earned distinction in British victories at the battles of Louisburg and Quebec in the Seven Years War (French and Indian War in the USA).
In Bermuda and Dominica, the largest of the British Caribbean territories, he was very much a diplomat.
Pond Hill is the highest point of swampy, low-lying ground near Back O' Town. Also superb as a place to watch the annual illuminated boat parade, every December just before Christmas.
Following the passage of the Quebec Act in 1774, he was appointed Lieutenant Governor of Detroit, where he led the King's 8th Regiment.
From Detroit, he directed the Indians during the American Revolutionary War.
British Lieutenant Governor and then full Governor here from 1788 to 1794 and got this municipality started. His commission also authorized him to act as full Governor in case of death or absence of Governor in Chief and Captain General William Browne (a British Loyalist born in Massachusetts, USA), who left Bermuda on October 27, 1788, never to return, although he was technically still Governor of Bermuda more than a year later.
It was not until January 1, 1790 that Hamilton officially became full Governor of Bermuda.