Chester was descended from Thomas Chester, mayor of Bristol in 1569, who purchased the manor of Almondsbury, building Knole on a hill overlooking Bristol and the family’s collieries. There would be little difficulty in raising a regiment of foot in Bristol, Thomas Carte, the Jacobite historian, told the Pretender in 1739, ‘if young Mr. Berkeley or Mr. Chester, knight of the shire for Gloucester, would engage to support them with their colliers’.
Chester, a Tory whose name had been sent to the Pretender as a probable supporter in the event of a rising in 1721,
