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The only Pilgrim to have his portrait painted – He treated Indian chief Massaoit’s illness, resulting in a 50 year peace. via American Minute

The only Pilgrim to have his portrait painted, Edward Winslow was born OCTOBER 18, 1595.He joined the Separatists, a persecuted group of Christian refugees, in Leyden, Holland.

Edward Winslowhelped their Pilgrim leader William Brewster print illegal religious pamphlets which were smuggled back into England.

After many hard years in Holland, 102 Pilgrims departed to the New World, including in their number 25-year-oldEdward Winslow.

In 1622, Winslowtreated Indian chief Massaoit of an illness, resulting in a 50 year peace.

If the chief would not have recovered, the Indian tradition would have been to kill Winslow.

Serving three times as the Plymouth Colony’s Governor,Edward Winslowkept the finances and often sailed back to England for business, bringing back the colony’s first cattle.


On one trip to England in 1625, as described by Governor William Bradford in his History of the Plymouth SettlementEdward Winslow encountered Turkish Muslim Pirates:”Two fishing ships…ordered to load with corfish…to bring home to England…and besides she had some 800 lbs of beaver, as well as other furs, to a good value from the plantation.

The captain seeing so much lading wished to put aboard the bigger ship for greater safety, but Mr. Edward Winslow, their agent in the business, was bound in a bond to send it to London in the small ship…

The captain of the big ship…towed the small ship at his stern all the way over. So they went joyfully home together and had such fine weather that he never cast her off till they were well within the England channel, almost in sight of Plymouth.

But even there she was unhapply taken by a Turkish man-of-war and carried off to Saller (Morocco) where the captain and crew were made slaves…

Thus all their hopes were dashed and the joyful news they meant to carry home was turned to heavy tidings…

In the big ship Captain Myles Standish…arrived…in London…The friendly adventurers were so reduced by their losses…and now by the ship taken by the Turks…that all trade was dead.”

Once, while in England,Edward Winslow was thrown in jail by Anglican Bishop William Laud for 17 weeks.

Edward Winslow served in Oliver Cromwell’s army during the English Civil War.

Edward Winslow sailed with Admiral Sir William Penn, father of Pennsylvania’s founder, in an attempt to capture Hispaniola from Spain.

After defeat at Santo Domingo,Edward Winslow died of a fever on the way to Jamaica, which Admiral Penn captured.


In Young’s ChroniclesEdward Winslow wrote of the Pilgrims:”Drought and the like…moved not only every good man privately to enter into examination with his own estate between God…

but also to humble ourselves together before the Lord by fasting.” 

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