There are so many charming small towns and cities scattered throughout Massachusetts. Gloucester, MA is one of these destinations worth visiting when you’re in the Bay State for stunning views, outdoor activities, and memorable dining experiences. As you can see, when you spend time at this quaint seaport town on Cape Ann, there’s far from a shortage of fun to be had and places to explore. If you’re curious to know more, read on to learn about things to do when you’re in Gloucester.

You’ve just learned about a few of the top places to visit when you’re in Gloucester, MA. Take a look at things to do in Gloucester to discover more about one of the most popular towns in MA for a day trip.

What are some of your favorite things to do in Gloucester, Massachusetts? Tell us in the following comments section.

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Gloucester, MA

What are some popular family-friendly day trips in MA? 

Along with spending the day in Gloucester, take a look at the following family-friendly day trips in MA too.

  • Visit the Mass MoCA in North Adams. As the largest space in the country for visual and performing arts, there's something for everyone.
  • Spend the day playing at Bancroft Tower in Worcester. Here, you can explore the castle, play in the snow, or take a hike around this hidden gem in MA.
  • Take a day trip to Provincetown and relax by the beach, shop till you drop, and grab a bite to eat too.


For more ideas of where to go, take a look at these day trips in MA too


What are some towns in MA along Cape Ann? 

In addition to Gloucester, MA, here are some towns along Cape Ann:

  • Essex: Known as the best town for antiquing in the Bay State.
  • Manchester-by-the-Sea: Home to Singing Beach - one of the best spots in the state.
  • Rockport: A quaint town with lots of shops to explore.
  • Ipswich: Along with being home to Crane Beach, it's a scenic day trip


Follow this road trip throughout Cape Ann if you'd like to spend the day (or weekend) exploring these towns in MA.


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