Edward Winslow and His Friend, Massasoit

Much history concerning the New England Pilgrims is relatively unknown. This is unfortunate, especially given the flagrant tergiversations of American history by those whose mission is to teach our children to hate their country. 

This short post on this Thanksgiving Day, of 2023, will tell a little about Edward Winslow, who is inextricably bound not only with the Plymouth Colony but with the Wampanoag Chief, Massasoit. Although he was one of the signers of the Mayflower Compact, his name nevertheless remains relatively obscure.

Winslow was one of the best educated among the Pilgrims. He was the son of a prominent merchant in the salt industry in England; a Puritan as distinguished from a Pilgrim Separatist. However, in Holland, he became acquainted with William Brewster and Winslow himself joined the Pilgrim congregation which eventually sailed to the New World. 

Winslow’s education and temperament propelled him to eminence among both the Pilgrims and the Indians. He was chosen to greet Massasoit on the chief’s first visit to the Plymouth Colony. They became immediate friends and Winslow became the primary author of the Pilgrim-Wampanoag Peace Treaty that was signed on April 1, 1621. This was a notable accomplishment as the treaty remained in force for over 50 years, outlasting the lives of William Bradford, Winslow, and Massasoit. 

It is the only such treaty to have been honored throughout the lives of its signatories. “It established the longest-lasting and most equitable peace between natives and immigrants in the history of what would become the United States.” Put another way, in the face of bloody conflicts between other colonists and tribes, such as the Pequot War in Connecticut, the Pilgrims had no such conflicts. A most unusual and worthy feat for which we can be grateful to Edward Winslow and Massasoit.

Winslow wrote about the Plymouth colony that it was a community “not laid upon schism, division, or separation, but upon love, peace, and holiness; yea, such love and mutual care of the Church of Leyden for the spreading of the Gospel, the welfare of each other and their posterities to succeeding generations, is seldom found on earth.”

Winslow lived what he wrote.

In 1623 word reached the colony that Massasoit was very ill, near death. Winslow, accompanied by a Pilgrim and an Indian, immediately departed on a 40-mile journey, by foot, to his friend. He did what he could, including chicken soup. “There is a wonderful relation by Winslow about going to Massasoit’s home and making chicken broth for him,” a historian writes. “It’s very tender.”

Massasoit recovered and said, “Now I see the English are my friends and love me.” 

Winslow was also able to nurse back to health several other Indians who seemed to have been stricken with the same disease. As a result, Massasoit bound himself more firmly with the Pilgrims.

Winslow’s comments about the foundation of love undergirding Plymouth Colony were true. This love enabled tolerance towards those who did not subscribe to the Pilgrim tenets and, most importantly, towards the Indians whom they served and sought to help, even as they, the Pilgrims, had been helped.

Winslow proclaimed the success of the Pilgrims in England, earning the respect and admiration of Oliver Cromwell who assigned him to various diplomatic tasks, the last of which was Cromwell’s appointment of Winslow as governor of Jamaica.

However, the Lord had a different purpose. Edward Winslow took ill and died on the open seas, on his journey to Jamaica, in 1655.

Our early and colonial history is rich with truly remarkable men and women. It is critical to know that history and teach it to our children.

With that very brief background about one of the individuals on the Mayflower and his Indian friend, it is most appropriate to conclude with President Ronald Reagan’s last Thanksgiving Proclamation, given in 1988:

“In this year when we as a people enjoy the fruits of economic growth and international cooperation, let us take time both to remember the sacrifices that have made this harvest possible and the needs of those who do not fully partake of its benefits.

“The wonder of our agricultural abundance must be recalled as the work of farmers who, under the best and worst of conditions, give their all to raise food upon the land.

“The gratitude that fills our being must be tempered with compassion for the needy.

“The blessings that are ours must be understood as the gift of a loving God Whose greatest gift is healing.

“Let us join then, with the psalmist of old: O give thanks to the Lord, call on His name, Make known His deeds among the peoples!

“Sing to Him, sing praises to Him, Tell of all His wonderful works!

“Glory in His holy name; Let the hearts of those who seek the Lord rejoice!

“NOW, THEREFORE, I, RONALD REAGAN, President of the United States of America, do hereby proclaim Thursday, November 24, 1988, as a National Day of thanksgiving, and I call upon the citizens of this great Nation to gather together in homes and places of worship on that day of thanks to affirm by their prayers and their gratitude the many blessings God has bestowed upon us.”

Edward Winslow (1595-1655)

Massasoit (circa 1581-circa 1661)

Signing of the Mayflower Compact; Edward Winslow is standing at center, right hand on the table, left hand holding the ink bottle.

Pilgrim-Wampanoag Peace Treaty, April 1, 1621

President Ronald W. Reagan (1911-2004)

Do You Have Beer?

In past Thanksgiving times, we have quoted from William Bradford’s journal to tell of Squanto and of Bradford’s first Thanksgiving proclamation (here and here). 

Bradford’s journal lists the 102 Mayflower passengers and then, heartbreakingly, tells of the deaths of half their number that winter of 1620 – 1621. By the spring of 1621, only 53 remained. And the small group did their best to appear to be more: they buried their dead in unmarked graves, they shot their muskets at different spots, making it seem that many more were shooting, and so forth.

The first contacts between Europeans and the native tribes of those parts occurred about a century before the arrival of the Pilgrims in 1620. Similar to the Mountain Men in the 19th Century American west, traders and fishermen sailed or otherwise explored along the coasts of New England in the 16th century, seeking furs, fish, and other raw materials. And they unknowingly prepared the way for those who would come later. In the case of the Mountain Men, their footsteps, trails, and dealings with the Indians later guided or hindered pioneering families in the west; similarly, their forebears, the European traders and fishers, guided or hindered the Pilgrims and Puritans in the 17th century east.

The Pilgrims arrived at what is now Plymouth Rock. That region was known as Patuxet (“little falls”). About a decade before, the tribe that lived there had been wiped out by a plague. There was one member of that tribe who was not present: Squanto. He and nineteen others had been treacherously betrayed and sent to Spain as slaves by Thomas Hunt, an English mariner.

Bradford’s comment pithily summarizes the Pilgrims’ opinion of Mr. Hunt: “… like a wretched man that cares not what mischief he does for his profit ….”

However, Providence had its reasons. Squanto was set free in Spain and made his way to England where he learned English. He eventually sailed back as an interpreter to Thomas Dermer. But he found his tribe completely annihilated.

And that brings us to Samoset.

Chief Massasoit of the Massachusett Indians had a decision to make: expel the Pilgrims or form an alliance with them? Although his tribe had not been directly affected, the memory of men like Hunt was recent and portentous. 

Squanto told Chief Massasoit about the wonders he had seen and experienced in England and urged him to seek peace with the Pilgrims. The chief then consulted with Samoset, a satrap or lesser chief of the Abenakki Indians from present day Maine. The chief sent Samoset as his emissary to the Pilgrims.

In mid-March, 1621, Samoset walked confidently into the Pilgrim colony and asked, “Do you have beer?” The alarmed Pilgrims were immediately put at ease when they heard their mother tongue spoken by this half naked “savage” who had learned to speak as they from mariners along the coast.

Samoset spent some time with them, telling them about the terrain and the other tribes that surrounded them. He left them, promising to return. And he did so, this time with our friend, Squanto. They both told the Pilgrims that Chief Massasoit and sixty men would be coming to visit them. That startled the Pilgrims yet again, but they learned there was no cause for alarm.

William Bradford’s good friend, Edward Wilson, spoke with the chief, using Squanto as translator. The parties agreed to a treaty which lasted decades, neither side ever violating the terms.

Edward Winslow’s letter to his “loving and old friend” tells us much about these events and the First Thanksgiving. We will close this post with the concluding paragraphs of that letter, dated “this 11 of December, 1621” (emphasis mine):

“We have found the Indians very faithful in their covenant of peace with us; very loving and ready to pleasure us: we often go to them, and they come to us; some of us have been fifty miles by land in the country with them … yea, it hath pleased God so to possess the Indians with a fear of us, and love unto us, that not only the greatest king amongst them called Massasoit, but also all the princes and peoples round about us, have either made suit unto us, or been glad of any occasion to make peace with us, so that seven of them at once have sent their messengers to us to that end …. [They] have yielded willingly to be under the protection, and subjects to our sovereign Lord King James, so that there is now great peace amongst the Indians themselves, which was not formerly, neither would have been but for us; and we … walk as peaceably and safely in the wood, as in the highways in England, we entertain them familiarly in our houses, and they as friendly bestowing their venison on us ….

“… so I take my leave, commending you to the Lord for a safe conduct unto us. Resting in Him

Your loving Friend,

E. W.

Jeremiah Johnson, the 1972 film is, in my opinion, the best Robert Redford movie. He plays a Mountain Man and does so with grit and a character development arc from comic naiveté to vengeful anger. As you watch it, remember, it was men like him who prepared the way for those who’d come after and settle and develop and more.
Signing of the Mayflower Compact. Edward Wilson stands at center with his right hand on the table and left hand holding the ink jar
The Pilgrims were put at ease as soon as Samoset asked for beer.