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'John Smith taking the King of Pamunkey prisoner', a fanciful image of Opechancanough from Smith's General History of Virginia (1624). The image of Opechancanough is in fact based on a 1585 painting of another native warrior by John White[1]

Opechancanough or Opchanacanough (1554?-1644) was a tribal chief of the Powhatan Confederacy of what is now Virginia in the United States, and its leader from 1618 until his death in 1644. His name meant "He whose Soul is White" in the Algonquin language.^{[citation needed]}

The Powhatan Confederacy was established in the late 16th and early 17th century under the leadership of Chief Wahunsonacock (who was more commonly known as Chief Powhatan, named for the tribe he originally led which was based near present-day Richmond, Virginia). Over a period of years, through negotiation and/or coercion, Chief Powhatan united most of the Native American tribal groups in the Tidewater region of what is now the Commonwealth of Virginia in the United States, essentially the southeastern portion of the state.

At the time of the English settlement at Jamestown which was established in May of 1607, Opechancanough was a much-feared warrior and a charismatic leader of the Powhatans. As Chief Powhatan's younger brother (or possibly half-brother), he headed a tribe situated along the Pamunkey River near the present-day Town of West Point. Known to be strongly opposed to the European settlers, he captured John Smith of Jamestown along the Chickahominy River and brought him before Chief Powhatan at Werowocomoco, one the two capital villages of the Powhatans. Located along the northern shore of the present-day York River, Werowocomoco is the site where the famous incident with Powhatan's young daughter Pocahontas intervening on Smith's behalf during a ceremony is thought to have occurred, based upon Smith's account.

Written accounts by other colonists confirm that Pocahontas subsequently did serve as an intermediary between the natives and the colonists, and helped deliver crucial food during the winter of 1607-08, when the colonist's fort at Jamestown Island burned in an accidental fire in January 1608.

A later marriage of Pocahontas and colonist John Rolfe in 1614 brought a period of peace, which ended not long after her death while on a trip to England and the death of her father, Wahunsonacock, in 1618. A short time later, Opechancanough became chief of the Powhatan Confederacy.

The natives and the colonists came into increasingly irreconcilable conflicts as the land-hungry export tobacco which had been first developed by Rolfe became the cash crop of the colony. The relationship became even more tense as ever increasing numbers of Europeans arrived, and began establishing "hundreds" and plantations along the navigable rivers.

Beginning with the Indian massacre of 1622, Chief Opechancanough gave up on diplomacy with the English settlers of the Virginia Colony and tried to force them to abandon the region. On the morning of a Good Friday, March 22, 1622, approximately a third of the settlers were killed during a series of coordinated attacks along both shores of the James River, extending from Newport News Point near the mouth all the way west to Falling Creek, near the fall line at the head of navigation. However, the colony rebounded, and hundreds of natives were killed in retaliation, many poisoned by Dr. John Potts at Jamestown.

Chief Opechancanough launched one more major effort to get rid of the colonists in April 18, 1644. However, forces under Royal Governor William Berkeley captured Opechancanough, thought to then have been between 90 and 100 years old. While a prisoner, Opechancanough was killed by a soldier (shot in the back) assigned to guard him. He was succeeded as Weroance by Nectowance and then by Totopotomoi and later by his daughter Cockacoeske. Cockacoeske had a concubine relationship with Colonel John West, who was the son of the Governor of Virginia.

Main article: Don Luis

It is speculated by some historians,^{[citation needed]} but not known with certainty, that Opechancanough was the same Native American youth who was the son of a chief and is known to have been transported voluntarily from the village of Kiskiack in Virginia to Spain in the 16th century at the age of 17 and educated.

Rechristened as "Don Luis", the young man returned to his homeland in what is now the Virginia Peninsula subregion of the Hampton Roads region of Virginia, where Jesuit priests established their ill-fated Ajacan Mission in September of 1570. However, shortly thereafter, Don Luis is believed to have returned to life with the Powhatan Confederacy, and turned against the Europeans. The mission failed during the winter of 1571 when the Jesuits were killed by the Native Americans, ending Spanish efforts to colonize the area.

There is also other speculation that Don Luis may have been the individual who became the father of both chiefs Wahunsunacock, who died in 1618, and Opechancanough, who died in 1644.

Opechancanough appears in the 2005 film The New World, in which he is played by Wes Studi. In the film, he is conflated with Tomocomo, a priest who accompanied Pocahontas to London.

• History of Virginia

• The Anglo-Powhatan Wars

• David A. Price, Love and Hate in Jamestown: John Smith, Pocahontas, and the Start of A New Nation, Alfred A. Knopf, 2003
• "Middle Peninsula Historic Marker "Cockacoeske"
• "The Powhatan Indians of Virginia: Their Traditional Culture. Rountree, Helen C., University of Oklahoma Press, 1989.
• "Cockacoeske, Queen of Pamunkey: Diplomat and Suzeraine." W. Martha W. McCartney.
• "Powhatan's Mantle: Indians in the Colonial Southeast by Peter H. Wood.
• Rountree, Helen C. Powhatan Foreign Relations: 1500-1722 Charlottesville: University of Virginia Press. 1993.
• Taylor, Alan. American Colonies New York: Viking, 2001.
• Jamestown 2007