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Trip Planner :  USA  /  Massachusetts  /  Cape Ann  /  Gloucester

Gloucester

4.1
Wildlife Beaches 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. Gloucester is in Cape Ann. When using our United States trip planner, you're building your holiday based on your own interests, visitor reviews, and the informed opinions of our well-traveled writers.
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Popular things to do in Gloucester

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Dolphin & Whale Watching
4.7
Duration: 4​h
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Fishermen's Memorial Monument
4.8
Duration: 1​h
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Good Harbor Beach
4.6
Duration: 2​h 30​min
Beauport, the Sleeper-McCann House
4.8
Duration: 1​h 30​min

Side trips from Gloucester

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Peabody Essex Museum
Salem
4.6
Duration: 2​h 30​min
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The House of the Seven Gables
Salem
4.5
Duration: 1​h 30​min
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Marginal Way Walkway
Ogunquit
4.9
Duration: 1​h 30​min
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Salem Witch Museum
Salem
2.3
Duration: 1​h

Hidden gems in Gloucester

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Cape Ann Museum
4.8
Duration: 1​h 30​min
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Wingaersheek Beach
4.5
Duration: 2​h 30​min
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Stage Fort Park and Beach
4.6
Duration: 2​h
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Ravenswood Park
4.9
Duration: 2​h

Museums in Gloucester

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Local Colors
5.0
Duration: 1​h
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North Shore Arts Association
4.8
Duration: 1​h
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Maritime Gloucester
4.4
Duration: 2​h 30​min
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The Cultural Center at Rocky Neck
4.1
Duration: 1​h

Kid-friendly things to do in Gloucester

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Niles Beach
4.8
Duration: 2​h 30​min
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Long Beach
4.5
Duration: 2​h 30​min
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Half Moon Beach
4.2
Duration: 2​h 30​min
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Plum Cove Beach
4.1
Duration: 2​h 30​min

Wildlife in Gloucester

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Fishing Charters & Tours
4.0
Duration: 3​h 30​min
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Places to visit with Gloucester

Boston BEST FOR: Historic Sites, Museums, Parks
Provincetown BEST FOR: Wildlife, Beaches, Nightlife
Salem BEST FOR: Museums, Nightlife, Historic Sites
Falmouth BEST FOR: Trails, Historic Sites, Zoos & Aquariums
Sandwich BEST FOR: Museums, Childrens Museums, Adventure
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Recently planned trips to Gloucester

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