Thomas first married Alice Tiler, daughter of John Tiler (-aft 1590) & Joan Smith (-Jun 1619). Born ca 1585 in Hitcham, Suffolk. Alice was baptized in Hitcham, Suffolk, on 16 Nov 1585. Alice died in Fairfield, CT bef 1638.

Check out Leslie Mahler, "The Parentage of Alice Tiler, First Wife of Thomas1 Sherwood of Wethersfield, Stamford and Fairfield, Connecticut," The American Genealogist 82 (2007): 213.

Ca 1638 Thomas second married Mary. Born ca 1619. Mary died in Rye, Westchester County, New York between 6 Jan 1694 and 13 Mar 1694.

Mary first married Thomas Sherwood as his second wife, second John Banks.