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Cape Ann – Gloucester, Rockport, Manchester, Essex

Situated on the Atlantic Ocean in the eastern section of Essex County, Massachusetts.

Welcome to Cape Ann


An idyllic coastal community rooted in history and tradition

Cape Ann is situated on the Atlantic Ocean in the eastern section of Essex County, Massachusetts. Only 30 minutes from Boston, Cape Ann includes Rockport, Manchester-by-the-Sea, Essex, and Gloucester. All of Cape Ann exists within the borders of Essex County. The fishing industry has long been associated with New England and Cape Ann. During the 19th century, many areas near Massachusetts and New England participated in the whaling industry.

Cape Ann is a quintessential New England town. Fishing, sailing, and shrimping are notable pastimes in the region. The towns of Gloucester and Manchester-by-the-Sea contain many undeveloped and quiet beaches. Art galleries and antique stores are also numerous on Cape Ann. Gloucester, Massachusetts has a harbor where residents keep their lobster boats, sailboats, and trawlers. 

What to Love

  • Traditional New England atmosphere
  • Great fresh seafood
  • Windward Grille in Essex, Massachusetts 
  • The Franklin in Gloucester, Massachusetts
  • 1606 in Gloucester, Massachusetts
  • Tonno in Gloucester, Massachusetts

Local Lifestyle


Cape Ann residents enjoy keeping their history alive. The colonial period and its influence on Cape Ann can be seen in the museums, historic houses, and monuments located throughout the area. Nautical history is also an important component of life in Cape Ann, Massachusetts. Residents take pride in Gloucester Harbor and Rocky Neck Art Colony. Artists work in galleries and studios located in the Rocky Neck Art Colony. Rockport residents enjoy spending time in the numerous restaurants, shops, and art studios located in the area. Also, lobster is a fixture of life in Cape Ann. Fresh lobster is served at home and in restaurants in chowders, salads, and rolls. Life in Cape Ann is a great place to spend time on the Atlantic Ocean and connect with one of the most influential cultural centers in the United States. 

Dining, Entertainment & Shopping


Tonno in Gloucester, Massachusetts serves Italian cuisine and amazing wine in a beautiful dining area with views of the Atlantic. Notable menu items at Tonno include tagliatelle bolognese, cioppino, and cod oreganata. Tonno also boasts an extensive wine list with many excellent Italian wines. 1606 in Gloucester, Massachusetts serves fresh seafood and features a wonderful oyster bar. The pan-seared crab cake, drunken mussels, and baked haddock casserole are some of the most popular menu items at 1606.

Windward Grille in Essex, Massachusetts serves fresh seafood and tender steaks in a rustic farmhouse. The New England clam chowder is delicious. Crispy calamari with banana pepper rings, seared scallops in lobster cream sauce, and baked stuffed shrimp are some of the most notable items on the menu at Windward Grille. Franklin Cafe Cape Ann in Gloucester, Massachusetts is also a popular gastropub serving American food with unique cocktails. The raw oysters and sushi rolls are some of the best items served at Franklin Cafe Cape Ann

Things to Do


Cape Ann is an eclectic region with many events and festivals occurring throughout the year. Some of the most popular events in Cape Ann include St. Peter’s Fiesta and the Essex Clam Fest. Also, the Annisquam River and Wingaersheek Beach are wide and great for swimming, beachcombing, and sailing. During the winter, many residents find Cape Ann a romantic place to ice skate and build bonfires. They also enjoy spending time with their neighbors, friends, and family members. 



The schools in Cape Ann are served by the Northshore School District. The following are some of the most notable schools in Cape Ann, Massachusetts:


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