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Gloucester

Trip Planner USA  /  Massachusetts  /  Cape Ann  /  Gloucester
(4.3/5 based on 5,500+ reviews for top 30 attractions)
Things to do: beaches, sightseeing, historic sites

Sandy Bay

The still waters off the Gloucester shore are immortalized in paintings and prints produced by the hundreds of artists who visit this town. This rich culture has a foundation that reaches back to pre-revolutionary settlement. Some of the architecture of this period sits perched atop one large hill that overlooks the town, while a few houses down the hill in the city center are preserved from the 18th and 19th centuries. These wooden structures sport red and white paint and house cozy restaurants and shops. Many of these sell food and items that reflect the rich fishing culture that the town is known for. Use our United States family vacation planner to arrange your visit to Gloucester and other destinations in United States.
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Where to stay in Gloucester

The town prides itself on maintaining a quaint New England charm. Many inns and rental properties offer views, or accommodation in historical red-brick buildings. Some accommodations have only a few rooms, so book ahead to ensure you get the room of your choice.
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