Two Edward Bennetts appear easily confused:
Edward Bennett was born 2 February 1577, the 15th child of Robert Bennett, a tanner and Elizabeth (Adney) Bennett of Wiveliscombe, Somerset. Edward was christened in the Parish Church of Wiveliscombe on 5 June 1577. Edward Bennett (colonist). From Wikipedia, the free encyclopedia. 
He became Chief among the Puritans who were among the first to settle in Isle of Wight County, Virginia, and was elder of the Ancient Church at Amsterdam. 
The first English plantation in the region, dating to 1618, was that of Puritan merchant Christopher Lawne. Several other Puritans also seated themselves nearby, including Edward Bennett in 1621. Edward named his plantation Warrosquoake, after the river that also went by the same name. 
Edward Bennett was interested in the East India company and later the Virginia Company. He was the owner of several vessels. It is probable that the "Gift of God" which arrived in Virginia in 1618, about the same time as elder Blackwell's ship, was owned by Edward Bennett. 
At one point Edward Bennett fled to Holland because of his Puritan beliefs. When, is not known. 
On November 21, 1621, Edward Bennett, received a patent on condition that he settle 200 persons. His associates were his brother, Robert Bennett, his nephew, Richard Bennett, Thomas Ayres, Thomas Wiseman and Richard Wiseman. 
The first settlers dispatched by Bennett arrived on the Sea Flower in February 1622. There were 120 settlers, led by Captain Ralph Hamor, a member of the Virginia Council who had previously come to Virginia in 1609. 
Also in the group were George Harrison and Rev. William Bennett, kinsman of Edward Bennett.
The location of Bennett's Hill in Isle of Wight County, Virginia, appears on a map published by the William and Mary Quarterly 
Edward Bennett married Mary Bourne, daughter of Jasper Bourne of Stanmore Magna in about 1622. In 1622, Edward would have been aged 45 and his bride, 28 years younger, 17.  Bennett was a merchant from a prominent Somerset family. Mary was about 28 years younger than Edward.
In February, 1622 the "Sea Flower" arrived in Virginia with 120 settlers led by Captain Ralph Hamor, a member of the Virginia council who had previously come over to Virginia in 1609 and was a settler of great experience. Others among the settlers were George Harrison and Rev. William Bennett, kinsmen of Edward Bennett
In 1622 Edward Bennett established the first permanent plantation in the new colony, called 'Bennett’s Welcome', of 1500 acres that was granted to him in 1621. 
It is not clear if this is the same Edward Bennett or another one, but Edward Bennett, London merchant and owner of a fleet of vessels trading with VA, established one of the early large plantations in the Virginia colonies. At Virginia Court on 22 Apr 162 Bennett's Welcome in VA on 9 Jun 1623, telling him of conditions and the massacres by Indians. The letter also mentions his desire to see his children in England; however he (Robert) died in Virginia before 20 Nov 1623 when provisions were made for settling his estate. Robert had come to Virginia as a manager of his brother Edward's affairs. At the death of Robert, Joh Chew was placed in charge. 
Richard Bennett, also a brother of Edward and at the latter's plantation in VA died about 23 Aug 1626 ( he must be first one who lived at Lawnes Creek). Thereafter, 2 nephews of Edward Bennett, of same name as his two deceased brothers, came to Virginia and appeared in court at James City in 1628 regarding interests. Named Robert, 18 yrs and Richard 20 yrs.
Bennett married Mary Bourne, daughter of Jasper Bourne of Stanmore Magna, a merchant from a prominent Somerset family. Mary was about 28 years younger than Edward, and they had six children together. The first two were born while still living in England.  Then Bennett and family fled to Holland during the Puritan migrations, and became "by his wealth" a principal pillar of the Ancient Church. This is when he had a hand in settling over 600 people in Isle of Wight County. Bennett and his associates, Richard Wiseman, and Thomas Wiseman, were members of the Virginia Company in London and often sided with the faction led by the Earl of Warwick. The Wisemans were from the County of Essex and owned the manor of Rivenhall in Witham Hundred on the Blackwater River. In addition to his position as a wealthy London merchant, Edward was the owner of a large fleet of ships which traded with Virginia. He was also Commissioner of Virginia at the Court of England. Then the family travelled to Virginia where they had four more children:
He came to Virginia at times but apparently did not become a resident, leaving the management of his lands to his nephews, Richard and Robert. Edward also had two brothers who died in Virginia, Robert and Richard.
The Great Massacre of 1622 occurred barely a month after their arrival. The plantation suffered many casualties, losing 53 settlers, a large percentage of the 347 persons killed that day across the various plantations. The settlement was briefly abandoned until a fort could be built nearby; the Warraskoyak Indians were driven off from their villages in the reprisals of the following years. A census of settlers in show of 16 February 1623s a total of "33, including 4 negroes". Another census a year later showed a total population of 31 settlers for the region. 
Of the eighty plantations in Virginia before the massacre, the surviving inhabitants gathered together in eight plantations near Jamestown. The south side of the James River for fourteen miles (21 km) down river from Hog Island was deserted. In the Fall of 1622, Governor George Yeardley commanded an expedition which drove out the Warrosquoyacke and the Nansemond Indians which allowed some of the settlers to return. A fort was built on Bennett's plantation. The census of 1623 lists thirty-three living at Warrosquoyacke and twenty at Basse's Choice. In 1625, there were only thirty-one persons living on the two plantations.
Although settlements occurred in the present day Isle of Wight County prior to the Indian Massacre, they were destroyed on 22 March 1622 and any real settlement must be dated from that time forward. Warrosquoyake was resettled sometime after the Indian Massacre of 22 March 1622. The census of 1623 and a similar count in 1625 show the presence of settlers at both Basse's Choice and Edward Bennett's plantation which came to be known as Bennett's Welcome.
The great Indian Massacre by the Indians under Opecanaugh killed 347 people out of 1240 in Virginia.This massacre was on Good Friday, March 22, 1622. There were 53 persons killed at Edward Bennett's plantation, and at the time the census was taken February 16, 1623 there were only 33 persons at Warrascoyack. The result of this massacre was that William Bennett's plantation at Warrascoyack was abandoned..
Captain Roger Smith in 1622 erected a fort on the shore of the James River near Edward Bennett's plantation, Edward Bennett's settlers did not return to Warrascoyack until afterwards
Around 1628 Edward's nephew, Richard Bennett (son of Thomas) travelled to Virginia to take over management of Bennett's Welcome. Over the next ten years Richard patented more than 2,000 acres (8.1 km2) of his own and amassed more than 7,000 acres (28 km2) in Virginia and Maryland.
Edward died sometime before 3 June 1651.  in his home town of Wiveliscombe, Somerset, England.
Edward Bennett represented his plantation in the 1628 House of Burgesses, then left for England. The following year, the "County of Warascoyack" was represented by his nephew, Richard Bennett, Captain Nathaniel Basse, and three others, all Puritans. This was the Puritans' strongest representation in the Anglican-dominant colony. 
After the return of Edward Bennett to England (abt 1628 or 1629), Richard Bennett, his nephew, probably a son of Thomas Bennett of Wiveliscombe, Somerset, became the leader of the Virginia Puritans. in 1629, Richard Bennett, together with Capt. Nathaniel Basse, represented the County of Warascoyack in the House of Burgesses. Soon afterwards, Richard Bennett and the Puritan colony moved to Nansemond which was becoming largely populated by Pruitans.
His nephew Richard Bennett became Commonwealth of England Governor of Virginia from 1652–1655. Richard Bennett remained active in the government of Virginia even after the Restoration and died in Nansemond in 1676. Before Richard's death, he had become a Quaker and provided generously for several prominent Quakers in his will.
On June 26, 1635, Richard Bennett received a grant of 2,000 acres on the east side of the Nansemond riverr running to a creek later called "Bennett's Creek", which name it bears today. The point of land at the mouth of Bennett's Creak is known as "Bennett's Point"
In 1638 he was living in the parish of St Olave Hart Street, London.
He died before 30 Sep 1664 at which time his lands in Isle of Wight County were divided between his 2 daughters. Edward's name appears on a list of Burgess for the VA Assembly of 1627-1628. 
His first two children were born in England; the next four were born in Virginia.
John B. Boddie, Seventeenth Century Isle of Wight co.
Hart and Nichol, Ridley of Southampton
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