From the book "Descendants of John and Mary Coolidge of Watertown, Massachusetts1630"
I had the book out so I thought I'd give you a brief response.
Merrit Coolidge of Jay, Hallowell and Portland, ME, son of Joseph and Mary (Adams)b. at Jay Aug 10, 1806 d. 1863 m. Nov. 18, 1833, Flora Chandler Bradford, b. Apr. 14, 1810, dau. of Dr. Benjamin Bradford of Livermore
#2.Henry Franklin Coolidge, merchant, b. Feb. 5, 1837; d. Boston - July 14, 1892.m. Dec. 19, 1866, Elizabeth Ann Willard of Cambridge, MA, dau. of Joseph A. and Penelope; resided at Cambridge; she. d. June 15, 1869 when her son Willard H. was born; (he. d. July 15, 1869); m. (2d) Oct. 4, 1877, Penelope Francis Willard of Cambridge, b. Oct. 15, 1848, d. June 13, 1925, dau of Joseph and Penelope (wives being sisters)