Came to Colrain with his father in 1748. One the the bravest and most daring Indian fighters of his day, including the following reported incidents:

..."he started out one day to hunt for a stray cow. As he proceeded in his search he heard the cowbell, but imagined it did not ring just as it would if worn by the cow. So secreting himself in the thicket he soon discovered an Indian who had found the cow or the bell she had worn, and was sitting near a spring (afterwards called, from this incident, "Indian Spring"), busily engaged in alternately ringing the bell and picking his flint, apparently thinking the sound of the bell would lure the owner of the cow within range of his musket. Making an excellent target for young Stewart's marksmanship the latter shot the Indian before he was aware that the white man was near. Young Stewart gave the alarm and a reconnaissance was made from the fort, but the body of the Indian had been removed by his comrades.

Upon another occassion when in the fort at Charlemont some of the garrison, or inmates, were sick with the measles and young Stewart was sent out to get slippery elm. Sheldon's "History of Deerfield," in relating the incident under the date of 1756 says "July 9th. Othnell Taylor reports that this day at 4 o'clock John Stewart went out about 40 rods from the fort to get some bark, heard a noise 5 or 6 rods from him and saw an Indian making towards him. He shot at him and made for the fort. A party went out and saw the blood where he fell and a bullett which he dropped out of his mouth." March 25, 1756, he enlisted under Capt. Israel Williams, served at Charlemont until October 18th; enlisted again Oct. 19, 1756, and served until Jan. 20, 1757, at same place, entered the service Nov. 3, 1758, under Capt. John Burk, served four weeks at Morrison's Fort, Colrain; enlisted again Dec. 1, 1758, served until Sept. 24, 1759. Tradition claims him as a Revolutionary soldier, but no enlistments to that effect have been found. He was Lieutenant which title he doubtless acquired in the militia.

About 1760 he relocated to Colrain, Mass. and settled down to domestic life, fond of thinking and talking of past glories. Following the death of his wife in 1801, in 1802 he sold his homestead and resided with his son Enos, until about 1807 or 1808, when he joined his children in Truxton, New York, where he died (Severance, B. Frank. Genealogy and biography of the descendants of Walter Stewart of Scotland and of John Stewart who came to America in 1718 and settled in Londonderry, N.H. Greenfield, Mass. : T. Morey & Son, 1905, pg. 38-41).