4 Best Restaurants in Gloucester, Side Trips from Boston

Woodman's of Essex

$$ Fodor's choice

According to local legend, this is where Lawrence "Chubby" Woodman invented the first fried clam back in 1916. Today this sprawling wooden shack with indoor booths and outdoor picnic tables is the place for seafood in the rough. Though it's in Essex, it's a quick drive from Gloucester and worth getting a to-go order to take to the beach. For fun, you can get into a lively discussion with a local over whether clam bellies or strips are the better choice.

Passports

$$$

In the heart of downtown Gloucester, Passports serves a modern take on classic New England seafood. Whether you sit at the bar or a table, you'll be served delicious complimentary popovers to start. The house haddock is a favorite here, with other options like lobster and paella on offer. There's always local art hanging on the walls for patrons to buy.

The Franklin Cape Ann

$$$

This contemporary restaurant offers bistro-style chicken, roast cod, and steak frites, perfect for the late-night crowd (it's open until midnight during the summer). There is usually live music on Thursday evening. There is also a raw bar and sushi selection. Look for the signature martini glass over the door.

118 Main St., Boston, Massachusetts, 01930, USA
978-283–7888
Known For
  • sushi available Tuesday through Saturday
  • friendly vibe
  • good service
Restaurants Details
Rate Includes: No lunch

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Virgilio's Italian Bakery

$
Since 1961, this bustling Italian bakery and deli has been making fresh breads and rolls, serving some of the tastiest sandwiches around. One of the shop's claims to fame is the now-famous Saint Joseph Sandwich, made with their Italian rolls stuffed with Italian deli meats, olive oil, and oregano. Pick up one (or two), along with other grocery items, before heading to the beach for a picnic.