With pre-Revolutionary architecture and secluded beaches near Boston, this sprawling city is a rare combination of urban spirit and historic charm.
Gloucester is home to both America's oldest working seaport and the country's oldest working artists' colony, a quintessential cohabitation of art and commerce less than an hour's drive northeast of Boston.
Left: Boardwalk through the dunes at Wingaersheek Beach
Good Harbor Beach
In East Gloucester, this bustling beach is the place to be in the summer.
Wingaersheek's shallow waters and gentle waves make this an ideal beach for kids.
This quieter beach in Magnolia is a favorite spot for nature lovers. It’s populated with beach pea and beach rose, and an array of gulls.
Left: Sailing vessels in Smith Cove off Rocky Neck
Regulars wait in long lines for a taste of the sausage-stuffed Rocky Neck omelet and famous pineapple fritters. 112 Main Street, 978/281-5310 or sugarmags.com.
Latitude 43 and Alchemy
These sister restaurants serve fresh-caught local fish in everything from chowders and entrées to sushi in cozy, firelit spaces decorated with subtle maritime flair. Latitude 43: 25 Rogers Street, 978/281-0223 or latfortythree.com. Alchemy: 3 Duncan Street, 978/281-3997 or alchemybistro.com.
Cape Ann Brewing Company
Just down the street, the family-owned business serves specialty craft beer (brewed on site) and delicious fish-and-chips.11 Rogers Street, 978/282-7399 or capeannbrewing.com.
Left: One of the unique shops in East Gloucester
Left: The Bookstore of Gloucester on Main Street