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Things To Do

Things to Do Around Gloucester & Beyond October is a beautiful time to explore coastal New England! In Gloucester, stroll the Boulevard and visit the Fishermen’s Statue, browse the Rocky Neck Art Colony, or enjoy chowder and a lobster roll by the harbor. Nearby Rockport offers charming shops and ocean views, while Salem buzzes with Halloween energy and historic sites. If you’re up for a drive, Boston and Portland, Maine make great day trips with stunning foliage and plenty to see. Don’t miss local favorites like apple picking at Russell Orchards, coffee at Lone Gull, or a beer tasting at True North Ale.

Gloucester Fisherman's Memorial

Gloucester, MA 01930

Halibut Point State Park

Gott Avenue, Rockport, MA 01966

Visit the spot that Joe popped the question!

Bearskin Neck & Motif #1

Bradley Wharf, Rockport, MA 01966

Beauport Hotel Gloucester

55 Commercial Street, Gloucester, MA 01930

Boston

Boston, MA

Lone Gull Coffee House

146 Main Street, Gloucester, MA 01930

True North Ale Company

116 County Road, Ipswich, MA 01938

Rockport Brewing Company

17 Railroad Avenue, Rockport, MA 01966

Salem

Salem, MA

Kennebunkport

Kennebunkport, ME

Portland

Portland, ME

Gloucester Back Shore

45 Atlantic Rd., Gloucester, MA 01930

Drive along the beautiful back shore of Gloucester.