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Gloucester (/ˈɡlɒstər/) is a city in Essex County, Massachusetts, in the United States. It sits on Cape Ann and is part of Massachusetts’s North Shore. The population was 28,789 at the 2010 U.S. Census. An important center of the fishing industry and a popular summer destination, Gloucester consists of an urban core on the north side of the harbor and the outlying neighborhoods of Annisquam, Bay View, Lanesville, Folly Cove, Magnolia, Riverdale, East Gloucester, and West Gloucester.

Gloucester is located at 42°37′26″N 70°40′32″W (42.624015, −70.675521). According to the United States Census Bureau, the city has a total area of 41.5 square miles (107.5 km2), of which 26.2 square miles (67.8 km2) is land and 15.3 square miles (39.6 km2), or 36.88%, is water.

Gloucester occupies most of the eastern end of Cape Ann, except for the far tip, which is the town of Rockport. The city is split in half by the Annisquam River, which flows northward through the middle of the city into Ipswich Bay. At its south end it is connected to Gloucester Harbor by the Blynman Canal. The land along the northwestern shore of the river is marshy, creating several small islands.

Gloucester Harbor is divided into several smaller coves, including the Western Harbor (site of the Fisherman’s Memorial) and the Inner Harbor (home to the Gloucester fishing fleet). The eastern side of Gloucester Harbor is divided from the rest of Massachusetts Bay by Eastern Point, extending some 2 miles (3 km) outward from the mainland. There are several parks in the city, the largest of which are Ravenswood Park, Stage Fort Park and Mount Ann Park.

Gloucester lies between Ipswich Bay to the north and Massachusetts Bay to the south. The city is bordered on the east by Rockport, and on the west by Ipswich, Essex and Manchester-by-the-Sea to the west. (The town line with Ipswich is located across Essex Harbor, and as such there is no land connection between the towns.)

Gloucester lies 16 miles (26 km) east-northeast of Salem and 31 miles (50 km) northeast of Boston. Gloucester lies at the eastern terminus of Route 128, which ends at Route 127A. Route 127A begins at Route 127 just east of the Route 128 terminus, heading into Rockport before terminating there. Route 127 enters from Manchester-by-the-Sea before crossing the Blynman Canal and passing through downtown towards Rockport.

It then re-enters Gloucester near Folly Cove, running opposite of its usual north–south orientation towards its terminus at Route 128. Route 133 also terminates within the city, entering from Essex and terminating just west of the Blynman Canal at Route 127. Besides the bridge over the Blynman Canal, there are only two other connections between the eastern and western halves of town, the A. Piatt Andrew Memorial Bridge, carrying Route 128, and the Boston & Maine Railroad Bridge, just north of the Blynman Canal.

Gloucester is home to the Cape Ann Transportation Authority, which serves the city and surrounding towns. Two stops, in West Gloucester and in downtown Gloucester, provide access to the Newburyport/Rockport Line of the MBTA Commuter Rail, which extends from Rockport along the North Shore to Boston’s North Station. The nearest airport is the Beverly Municipal Airport, with the nearest national and international air service being at Boston’s Logan International Airport.