📍 Gloucester, Massachusetts

Best of Gloucester, MA

The Whaling City

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130Places mapped
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2Neighborhoods
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6Categories
Curated local favorites

About Gloucester

Gloucester sits on Cape Ann as part of Massachusetts's North Shore. This urban core on the north side of the harbor serves as an important center of the fishing industry and a popular summer destination. The city also includes outlying neighborhoods such as Annisquam, Bay View, and Magnolia.

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130Places mapped
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2Neighborhoods
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6Categories
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Endless Discoveries

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✨ City Spotlight 🎟️ Things to Do

Cape Ann Museum

Located at 27 Pleasant Street, the Cape Ann Museum showcases art and historical collections focused on local artists and art colonies. The exhibits also feature objects related to Gloucester’s fishing, maritime, and granite quarrying history.

The collection specifically highlights the Rocky Neck Art Colony and the Folly Cove Designers.

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Best Hotels in Gloucester

9 places · Where to stay, from budget-friendly to boutique.

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Best Restaurants in Gloucester

25 places · Where to eat, from neighborhood staples to standout kitchens.

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Best Cafés & Coffee in Gloucester

8 places · Coffee shops, roasters and casual spots to linger.

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Best Bars & Nightlife in Gloucester

3 places · Cocktail bars, pubs and where the night goes.

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Best Things to Do in Gloucester

51 places · Museums, landmarks and the experiences worth your time.

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Best Parks & Outdoors in Gloucester

34 places · Green space, gardens and room to breathe.

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Nearby cities to explore

More guides within driving distance of Gloucester.