John Winslow was a passenger on the Fortune in 1621, and two other brothers, Kenelm and Josiah, also settled in New England, arriving before 1632.
The Winslow family were involved in all aspects of the Plymouth Colony, producing in the 17th century several governors and making their mark in New England history in both government and business.
[2] He grew up in Droitwich, Worcestershire, residing there with his parents, Edward Winslow and Magdalene Oliver/Ollyver, one step-brother, four brothers and two sisters.
[7][8][9] In 1626, his name appears on the 53-name list of Purchasers, who were prominent colony men involved in Plymouth investments.
Winslow is mentioned next in the 1627 Division of Cattle (also used as a quasi-census), his name appears on the list of Lot 3 with the Standish family and other Winslows, including his brother Edward and wife Susanna (White) and her sons by Pilgrim William White - Resolved and Peregrine.
[12] On July 1, 1633, and again on January 3, 1636/37, the General Court ordered that the passage between Green's Harbor and the sea be enlarged, and the governor, and Assistants, and John Winslow and other prominent men were assigned to apportion costs to "every man" and to supervise the work there, with ten men working at a time.
Winslow continued to be very active in the colonial government and in 1638 and his brother Kenelm were witnesses against Stephen Hopkins for selling wine at excessive rates.
Records show that on July 28, 1640, he sold for £12 the services of Joseph Grosse for five years to John Howland.
[23] On September 19, 1671, it is recorded that John bought for the sum of £500 in New England silver money "the Mansion or dwelling-house of the Late Antipas Voice with the gardens wood-yard and Backside as it is scituate lying and being in Boston aforesaid as it is nowe fenced in And is fronting & Facing to the Lane going to mr John Jolliffes."
He left personal property valued at £3,000, a good part of it in money, and this was a substantial sum for the time.