The first schoolhouse in Dorchester was
situated on what has been known as "Settlers' Street," near the corner
of the present Pleasant and Cottage Streets and consisted of a single
room. It served until 1694 when a contract was made with John Trescot
to build a house twenty feet long and nineteen feet wide, with a ground
floor and a chamber above, a flight of stairs, and a chimney. The
contract required the building to be boarded and clapboarded; to be
filled up between the studs; to be fully covered with boards and
shingles. The site of this building is supposed to be the hill near the
meeting-house, on what is now known as Winter Street. The successor of this first school is the Mather School atop Meetinghouse Hill, the second building of that name.
[Illustration and text courtesy of the Dorchester Illustration of the Day email list]
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