THINGS TO DO IN GLOUCESTER MA

Looking for things to do in Gloucester, MA during your next Cape Ann vacation? See what North Shore beaches, Cape Ann lighthouses, museums, Gloucester whale watches, art galleries, outdoor activities and music & theater are close by or take a look at our events calendar here. 

NEARBY BEACHES

Good Harbor Beach

1.6 miles
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Wingaersheek Beach

7.8 miles
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Half Moon Beach

3.4 miles
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Lighthouses

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Museums

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Whale Watches & Harbor Cruises

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Music & Theater

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Art Galleries

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Outdoor Activities

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28 August 2026

Gloucester Block Party – August 28

August 28 (Friday) 5:00 pm - August 28 (Friday) 5:00 pm
03 September 2026

Gloucester Schooner Festival

September 3 (Thursday) 12:00 am - September 6 (Sunday) 11:59 pm
05 September 2026

Gloucester Fireworks

September 5 (Saturday) 12:00 am - September 5 (Saturday) 11:59 pm
11 September 2026

Rockport Celtic Festival

September 11 (Friday) 12:00 am - September 13 (Sunday) 11:59 pm
12 September 2026

Blackburn Brew Fest

September 12 (Saturday) 12:00 am - September 12 (Saturday) 11:59 pm
03 October 2026

Cape Ann Plein Air Competition & Festival

October 3 (Saturday) 12:00 am - October 11 (Sunday) 11:59 pm
10 October 2026

Cape Ann Artisans Fall Tour

October 10 (Saturday) 10:00 am - October 11 (Sunday) 5:00 pm
17 October 2026

Rockport Harvest Festival

October 17 (Saturday) 10:00 am - October 17 (Saturday) 5:00 pm
24 October 2026

Essex Clamfest

October 24 (Saturday) 11:00 am - October 24 (Saturday) 11:00 am
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