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Deer Island is a peninsula in Boston, Massachusetts. Since 1996, it has been part of the Boston Harbor Islands National Recreation Area. Although still an island by name, Deer Island has been connected to the mainland since the former Shirley Gut channel, which once separated the island from the town of Winthrop, was filled in by the 1938 New England hurricane.

The Deer Island Prison (c. 1880–1991) in Suffolk County, Massachusetts was located on Deer Island in Boston Harbor. Also known as the Deer Island House of Industry and later, House of Correction, it held people convicted of drunkenness, illegal possession of drugs, disorderly conduct, larceny, and other crimes subject to relatively short-term sentencing.

The Deer Island Waste Water Treatment Plant (also known as Deer Island Sewage Treatment Plant) is located on Deer Island, one of the Boston Harbor Islands in Boston Harbor. The plant is operated by the Massachusetts Water Resources Authority (MWRA) and began partial operations in 1995. The facility was fully operational in 2000 with the completion of the outfall tunnel.

Fort Dawes was a World War II Coast Artillery fort located on Deer Island in Winthrop/Boston, Massachusetts. It was part of the Harbor Defenses of Boston.