The earliest "connected" Whipples we know about are two families that date from the 15th-17th centuries in Great Britain. (Prior to 2006, we could trace them only to the 16th century.) Representatives of both families migrated to New England (in America) in the 1620s and 1630s.
Thomas Whipple, earliest known "connected" Whipple
Thomas is new to the Whipple Website, added at Christmas 2006. (What a great Christmas present!) He is the proposed grandfather of the previous earliest known connected Whipple, "Elder" Matthew Whipple of Bocking, Essex County, England. Thomas lived in Bishop's Stortford, Hertfordshire, 22.8 miles west of Bocking (a 36 minute drive on today's highway A120).
(Thomas' connection was proposed by William Wyman Fiske in fall 2006. See his "The Whipple Family of Bishops Stortford, Hertfordshire: Proposed Ancestral Origin of Matthew Whipple of Bocking, Essex, and a Whipple Ancestral Line for Arthur Gary of Roxbury, Massachusetts," The Genealogist, vol. 20, no. 2 (Fall 2006), pp. 191-217. ISSN: 0197-1468.)
"Captain" John Whipple, earliest known "Rhode Island" Whipple
John was the first ancestor of present-day American Whipples to arrive in the New World. He landed at Dorchester, Massachusetts, in1632 (or 1631 or 1630) as a teenager. Initially indentured to Israel Stoughton, he soon became a "freeman," married, and began raising his family in Dorchester. He moved with his family to Providence, Rhode Island, in 1658. We haven't yet identified his parents.
Information about these families appears elsewhere on this site. See (for example):
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