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Shortly after the founding of Boston and Roxbury in 1630, William Heath’s family and three others settled on land just south of Parker Hill in what is now Jamaica Plain. In the next few years, William Curtis, John May and others set up farms nearby along Stony Brook, which flowed from south to north from Turtle Pond (in Hyde Park) to an outlet in the Charles River marshes in the current filled-in Fens area of Boston. John Polley followed with a farm which he purchased from Lt. Joshua Hewe in 1659 at the site of the present-day Soldier’s Monument at the intersection of South and Centre streets, closer to the “Great Pond”, later known as Jamaica Pond. Later, for services rendered during the Pequot War, Joseph Weld received a grant of 278 acres (1.1 km2) of land between South Street and Centre Street. His son John built a home along South Street in the area which is now the Arnold Arboretum. The Weld family continued to live in the area for many generations.
In the late 1650s, the name “Jamaica” first appears on maps for the area of Roxbury between Stony Brook and the Great Pond. There are a number of theories regarding the origin of the name “Jamaica Plain”. A well-known theory traces the origin to “Jamaica rum”, a reference to Jamaican cane sugar’s role in the Triangle Trade of sugar, rum, and slaves. There were taverns on the Road to Dedham in the vicinity of Jamaica Plain. Another explanation is that “Jamaica”, though a different letter “A” pronunciation, is an Anglicization of the name of Kuchamakin, brother of Chickatawbut, the deceased sachem (chief) of the Massachusett tribe, who ruled the tribe as regent to Chickataubut’s minor son, Josias Wampatuck. In 1655, the English navy took the island of Jamaica from the Spanish, so it is also possible the area was named to honor this recent British victory.
On some maps, until the mid-19th century, the area was marked as “Jamaica Plains”.
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