On 23 Apr 1745 when Caleb was 22, he first married Lucy Smith (56053) , daughter of John Smith (18 Mar 1694-15 Jan 1788) & Experience Newton (41289) (19 Jan 1698/9-), in Leicester, MA. Born on 2 Dec 1729 in Marlboro, MA. Lucy died in Leicester, MA ca 1761.

8 Jan 1763 (Int.) Caleb second married Elizabeth Richardson (42068) , daughter of Thomas Richardson (22227) (15 Apr 1687-) & Elizabeth Green (35023) (4 Apr 1693-aft 6 Mar 1735/6), in Leicester, MA.508 Born on 25 Oct 1718 in Leicester, MA.508 Elizabeth died in Spencer, MA, on 21 Jun 1780; she was 61.

Elizabeth’s second husband was a Mr Nichols.