4 Jan 1725/6 Caleb married Catherine Dickinson (26440) , daughter of Nathaniel Dickinson (10454) (1 May 1663-Oct 1751) & Hepzibah Gibbs (12 Jan 1664/5-26 Jun 1713), in Springfield, Hampden County, Massachusetts. Born 8 Jan 1705/6 in Hadley, Hampshire County, Massachusetts. Catherine died in Deerfield, Franklin County, Massachusetts on 16 Jul 1791.

1 Mar 1731/2 Lydia married Timothy Cooper, son of Samuel Cooper (7 Jun 1673-1725) & Mary Rogers (18 Aug 1681-), in Springfield, Hampden County, Massachusetts. Born on 13 May 1708 in Springfield, Hampden County, Massachusetts. Timothy died in West Springfield, Hampden County, Massachusetts, on 21 Jan 1782; he was 73.

Timothy first married Lydia Chapin, second Mary (Granger) Wadsworth, widow of Samuel Wadsworth.