Gloucester Bed and Breakfasts
Gloucester is located on Cape Ann, 30 miles northeast of Boston and is home to several distinctive B&Bs establishments. If you book a room in a Gloucester bed and breakfast in late May, you can partake of the annual Clam Chowdah Fest. This event features clam chowder made by the local restaurants, and the competition to be named the best is very keen. If you visit in June, you can listen to chamber music at the Rockport Chamber Music Festival. Tickets are around $30.00 for that event. After spending a relaxing morning at a Gloucester B&B or Gloucester inn, visit the nearby Cape Ann Historical Museum, which is filled with many seascape paintings done by local artists. A must-see while in Gloucester is, of course, whales, so take a whale watching tour on 7 Seas Whale Watch. The crew is helpful and informative. You will definitely be hungry after that so head out to the Topside Grill and Pub, which is on the waterfront and serves up a variety of foods, from pasta to steaks and seafood. Lobster lovers should definitely check out the Gloucester House Restaurant, also on the waterfront.

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B&Bs in Gloucester
From $78
INN MAGNOLIA
18 Norman Ave, Gloucester, Massachusetts Elegant 1880 Georgian-style inn with spacious motel wing in Gloucester two blocks from beach.42.5779745,-70.711892
B&Bs in Towns near Gloucester
From $125.00
CAROLYN'S BED & BREAKFAST
102 Holworthy Street, Cambridge, Massachusetts A charming, cozy haven in the midst of the big city! Close to public transportation, with access to Boston and colleges42.377288,-71.1505854
From $140
PROSPECT PLACE BED AND BREAKFAST
112 Prospect Street, Cambridge, Massachusetts An Elegant Victorian Bed & Breakfast in the Heart of Cambridge!42.3657492,-71.1038441
From $110
FOX POND BED AND BREAKFAST
31 Arthur Avenue, Marblehead, Massachusetts Considered to be one of Boston's most romantic hideaways.42.50552,-70.88164
From $125
A LADY WINETTE COTTAGE
3 Corinthian Lane, Marblehead, Massachusetts A cozy, romantic cottage with Marblehead Harbor views and a private beach.42.5023399,-70.835001
From $95
LA CAPPELLA SUITES
290 North Street, Boston, Massachusetts Three private B&B suites in a renovated circa 1941 Chapel located in North End's vibrant Little Italy community!42.364058,-71.052095
From $140
THE SEAGULL INN BED & BREAKFAST
106 Harbor Avenue, Marblehead, Massachusetts On Marblehead Neck, with ocean and harbor views from decks and some rooms, guest suites offer seaside living at its best.42.500785,-70.835831
From $139
TAYLOR HOUSE BED & BREAKFAST
50 Burroughs Street, Boston, Massachusetts Spacious Rooms, Private Baths--walk to parks, restaurants and public transportation.42.3135713,-71.1174769
From $99
EMERSON INN BY THE SEA
1 Cathedral Avenue, Rockport, Massachusetts Experience the unparalleled peace & comfort of a refined, classic, romantic, North Shore inn overlooking the Atlantic Ocean.42.6797579,-70.6243992
From $220
THE GOLDEN SLIPPER - BOSTON'S B&B AFLOAT
Lewis Wharf, Boston, Massachusetts If you are looking for an absolutely unique and romantic B&B experience, the Golden Slipper awaits!42.363403,-71.0498204
From $85
IRVING HOUSE AT HARVARD
24 Irving Street, Cambridge, Massachusetts Friendly accommodations in the heart of Cambridge since 1945, and a green hotel now too!42.375718,-71.110876
From $175
D.W.'S OCEANSIDE INN
365 Ocean Blvd., Hampton Beach, New Hampshire If you DREAM ABOUT staying by THE OCEAN, why not stay in a room worth dreaming about?.42.9162172,-70.8069792
From $90
HARBORSIDE HOUSE BED & BREAKFAST
23 Gregory Street, Marblehead, Massachusetts View boats of every type from this historic harborside bed and breakfast surrounded by beaches and parks!42.500114,-70.852233