Benjamin first married Lydia. Lydia died in Wallingford, CT on 12 Oct 1770.

On 12 Dec 1771 when Benjamin was 35, he second married Sybil Perkins (58543) , daughter of Elisha Perkins (47147) (5 Jan 1717-Jun 1757) & Eunice Perkins (47141) (5 Mar 1721/2-7 Oct 1744), in Cheshire, CT. Born on 28 Feb 1744 in Hadley, Hampshire County, Massachusetts. Sybil died in Cheshire, CT, on 14 Mar 1794; she was 50.

On 21 Nov 1794 when Benjamin was 58, he third married Adah Benham (48445) , daughter of Sergt. Joseph Benham (5 Dec 1685-18 Apr 1754) & Mary Curtis (30963) (18 Mar 1706-20 Nov 1777), in Cheshire, CT. Born on 11 Feb 1744 in Wallingford, CT.