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Gov. Thomas Hutchinson's Ha-ha is a historic ha-ha at 100–122 Randolph Avenue in Milton, Massachusetts, United States.

The ha-ha (a sunken wall which permits unblocked views, while still serving functions of a wall such as delineating a border and preventing livestock from crossing) was constructed by then-Acting Governor Thomas Hutchinson in the early 1700s, when the land was part of his extensive Milton estate.[2] It was added to the National Register of Historic Places in 1975, and is a contributing property to the Milton Hill Historic District.[2]

The ha-ha, which is of modest size, is now on the grounds of St. Michael's Church at 100 Randolph Avenue, approximately one block from Governor Hutchinson's Field, a property of The Trustees of Reservations. Park on the street and walk in the driveway to the left (north) of the church. The ha-ha, with a descriptive sign, is on the right before the bend of the driveway.

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