Stephen Littlefield was baptized on 4 Feb 1738. He was married to Deborah Perkins on 28 Aug 1764 in Wells, York Co., Province of Maine, Massachusetts by Rev. Isaac Lyman.

Deborah Perkins was born on 13 Oct 1742 in York, York Co., Province of Maine, Massachusetts. Children were:

i. Joseph Taylor Littlefield was baptized on 28 Jul 1765 in 1st Church, Wells, York Co., Province of Maine, Massachusetts.
ii. Ruth Littlefield was baptized on 2 Nov 1766 in 1st Church, Wells, York Co., Province of Maine, Massachusetts.
iii. Sarah Littlefield was baptized on 2 Oct 1768 in 1st Church, Wells, York Co., Province of Maine, Massachusetts.
iv. Stephen Littlefield was baptized on 22 Apr 1770 in 1st Church, Wells, York Co., Province of Maine, Massachusetts.
v. Elias Littlefield was baptized on 16 Aug 1772 in 1st Church, Wells, York Co., Province of Maine, Massachusetts.
vi. Ebenezer Littlefield was born in Apr 1775 in York, York Co., Province of Maine, Massachusetts. He died on 24 Mar 1803 and was buried at sea. He was the master of the brig "Fidelity".
vii. Deborah Littlefield.
viii. Abigail Littlefield was baptized on 16 Nov 1779 in 1st Church, Wells, York Co., Province of Maine, Massachusetts.
ix. Joel Littlefield was baptized on 5 Mar 1781 in 1st Church, Wells, York Co., Province of Maine, Massachusetts.