Ca 1730/1 Nathaniel married Sarah Allyn (25624) , daughter of Joseph Allyn (18290) (7 Apr 1671-bef Apr 1742) & Mary Doty (10061) (9 Jul 1671-bef 6 Apr 1742). Born on 17 Aug 1708 in Wethersfield, CT. Sarah died in Wethersfield, CT, on 4 Mar 1794; she was 85.

Children of Nathaniel and Sarah (Allyn) Stillman, born at Wethersfield:
  i. Allyn Stillman, b. 20 Mar 1731/2, d. 20 Jul 1803 at Enfield, CT, m. there 2 Dec 1763 Prudence Kingsbury (b. 11 Jan 1745/6 at Bolton, CT, d. 28 Aug 1788 at Enfield, dau. of Joseph & Mary (Loomis) Kingsbury);
  ii. Anna Stillman, b. 26 Mar 1734, d. 27 Ded 1808, m. 1st Josiah Welles (b. 9 Mar 1720/1 at Wethersfield, son of Robert & Sarah (Wolcott) Welles), m. 2nd at Wethersfield 22 Sep 1756 Ezekiel Fosdick (b. 17 Feb 1719/20 at New London, CT, d. 2 Jan 1786 at Wethersfield, son of Samuel & Susanna (Turner) Fosdick);
  iii. Sarah Stillman, b. 26 Feb 1736/7, d. 20 Jul 1803 at Hartford, CT, m. 1st at Wethersfield 22 Apr 1763 Samuel Lancelot (b. ca. 1725, d. 17 Nov 1764 at Wethersfield, son of Samuel Lancelot), m. 2nd at Wethersfield 18 Oct 1769 Eliakim Fish (b. 2 Feb 1740/1 at Stonington, CT, son of Nathaniel & Mary (Pabodie) Fish);
  iv. Joseph Stillman, b. 21 Oct 1739, d. 17 Jan 1794 at Wethersfield, m. 1st at Wethersfield 1760 Sarah Wright (b. 27 Jun 1740 at Wethersfield, d. there 21 Dec 1780), m. 2nd ca. 1781 Huldah Brainard (b. ca. 1752 at Haddam, CT, d. 25 Apr 1807 at Glastonbury, CT, dau. of Phineas & Jerusha (Towner) Brainard);
  v. Samuel Stillman, b. 1 Mar 1741/2, d. 1 Oct 1794 at Wethersfield, m. at Middletown 19 Oct 1769 Melicent Riley (b. 24 Dec 1744 at Wethersfield, d. there 20 Sep 1792);
  vi. Mary Stillman, b. 18 Nov 1744, d. 6 Jul 1813, m. at Wethersfield 17 Nov 1763 Appleton Robbins (b. 25 Jan 1738/9 at Wethersfield, d. there 14 Dec 1824, son of Jonathan & Sarah (Welles) Robbins);
  vii. Rebecca Stillman, b. 4 Aug 1747, d. 6 Jul 1813 at Hartford, m. at Rocky Hill, CT, 17 Jun 1773 Samuel Burr (b. ca. 1744/5, d. 23 Feb 1792 at Wethersfield, son of Thomas & Sarah (King) Burr); and
  viii. George Stillman, b. 24 Feb 1751/2, d. Nov 1804 at Wethersfield, m. at Boston, MA, 7 Nov 1781 Rebecca Crocker (b. ca. 1753 at Barnstable, MA, d. 6 Feb 1799 at Wethersfield, dau. of Josiah & Rebecca (Allyn) Crocker).

Benjamin first married Sarah Doty (11261) , daughter of Capt. Samuel Doty (10066) (17 May 1681-26 Jan 1750) & Anne Buckingham (3786) (2 Aug 1687-11 Dec 1745). Born on 18 Nov 1708 in Saybrook, CT.163 Sarah died in Wethersfield, CT, on 4 Oct 1731; she was 22.332

Children of Benjamin and Sarah (Doty) Stillman, born at Wethersfield:
    i. George Stillman, b. 24 Nov 1729, m. at New London, CT, Mar 1772 Catherine Roberts, m. Sarah Towner; and
    ii. Samuel Stillman, b. 28 Nov 1731, d. 1771 in St Vincent, West INdies, m. at Wethersfield 21 Dec 1757 Susannah Lord (b. 23 Feb 1744/5 at Saybrook, CT, d. after 20 Jul 1778, dau. of Samuel & Hannah (Watrous) Lord).

In 1732 Benjamin second married Katherine Chauncy.332

On 14 Dec 1737 when Benjamin was 32, he third married Anne Pierson in Wethersfield, CT.332