Cape Ann Museum

This laid-back waterfront motel boasts cozy rooms with ocean views and easy beach access, serving up free breakfast and a quirky resident parrot for good measure.

Nestled on Cape Ann, Gloucester boasts a rich maritime legacy, stunning beaches, and unique attractions like the Hammond Castle and the Cape Ann Museum.

This family-run brewery and eatery pairs craft ales with delicious pub fare, featuring a scenic waterfront deck for a perfect laid-back hangout.

Discover authentic Azorean flavors in a cozy setting where fresh seafood and savory dishes like paella keep diners coming back for more.

Inspired seafood & seasonal menus to enjoy in a rustic dining room or on a heated harborside deck.

With sandy shores and calm waters, this cozy beach is the perfect spot for families to soak in sun and views of Gloucester Harbor's lively festivities.

Nestled on Main Street Gloucester, this lively gastropub delivers elevated New American dishes and craft cocktails in a stylish, urban setting.

Relaxed accommodations, some with decks and kitchens, offering free Wi-Fi & a pool. This relaxed motel with cottages is a 1.5-mile drive from Downtown and 1 mile uphill from Good Harbor Beach. It lies 2 miles from the historic Rocky Neck Art Colony, and 4 miles from the Rockport Golf Club. Motel rooms and suites include free Wi-Fi, cable TV and minifridges. Upgraded units add kitchens and pull-out sofas. Also available are 1- and 2-bedroom cottages with either a deck or a porch. A separate house has 2 suites, 1 featuring a fireplace and stained-glass windows. A heated outdoor pool lined with lounge chairs is available for guest use.

Virgilio's is a charming Italian bakery and deli where you can grab freshly made sandwiches and mouthwatering pastries, all while soaking up the delightful atmosphere.

Step into the refined charm of the Julietta House, a beautifully preserved Georgian gem in Gloucester, boasting spacious, well-furnished rooms and easy access to the harbor and local eateries.