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)