It is believed that he went with his parents & Rev. Hooker to Hartford, CT. He moved with them to Hadley and in 1661 he & his brother William inherited their fathers land there. He was abt.35 & William abt. 44. Thomas married Abigail Alexander, dau of George Alexander of Northampton, Hampshire Co.,MA. in 1663.
By 1670 he was of Northampton as shown in this court record: On Mar 28, 1670, Thomas Webster, of Northampton, & Edward Scott, of Hadley, were arrested for defaming the Sabbath by traveling to Westfield from Windsor late in the night before the Sabbath. The trip ended after midnight, so they were admonished and ordered to pay a fine of 2 & 6 pence each.
Soon after this time he settled in Northfield. In 1675, Northfield was attacked by Indians and the settlement broken up and from 1676-82 Thomas Webster & family returned to Hadley where his last 3 daughters were born. In 1677, while residing in Hadley, Thomas received a military deferral: "by reason of an infirmitie in his eye is freed from milatarie trayneings". He was abt.51yrs old. After the Indian distrubances of the King Philip War subsided he returned to Northfield where he died in 1686, abt 60yrs old, leaving a widow and 5 children from age 16 to 5. In the Northampton County probate records is an inventory of the estate of Thomas Webster of Northfield, filed Oct 1686, however, the Genealogy didn't include it.
A second Indian devastation in 1690 rendered his Northfield property valueless for more that 20 yrs. and his children were brought up among the Alexanders and other relatives, locating in the next few years to Lebanon, CT where they became 'first citizens'. It is believed that Abigail died prior to 1690.