The Top 14 Hotels Near AWOL Hotel
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A sea captain's Federal-style house from the colonial era, updated into a boutique bed and breakfast that somehow manages to feel neither musty nor try-hard. Rooms spread across the main house, a Victorian addition, and an old carriage house, mixing period bones with contemporary fittings. The saltwater pool and terrace are genuinely pleasant, breakfast is included, and Commercial Street is a block away when the charm of the place wears off, which takes a while.
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White-on-white rooms hung with vintage maritime objects, a claw-foot tub at the foot of the bed in the Loft suite, and just enough distance from Commercial Street that you can actually sleep. This boutique inn in an old sea captain's neighborhood threads the needle between spare coastal chic and genuine B&B warmth, with private baths and good beds in every room. The smallest rooms are snug; book a king if you need breathing room.
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The Victorian mansion anchoring this Cape Cod resort has been around forever, and its bones still set the tone: high ceilings, grand proportions, and 90 rooms a short pedal from some of the best bike paths on the Eastern Seaboard. The rest of the property fans out into villa clusters for families who need a kitchen and a door to close. Brewster is a quieter corner of the Cape, which is either a selling point or a warning, depending on who you ask.
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Twenty-seven acres of salt marshes, gardens, and woodlands sit between this Forbes Five Star resort and Pleasant Bay, with the Atlantic just beyond. It's classic Cape Cod country-inn territory, the kind where staff track you down on the tennis court to ask if you need anything. Rooms run from spacious suites with gas fireplaces and marble baths to snug private cottages, all done in upscale New England style without tipping into fussy.
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The grounds are landscaped to echo Monet's Water Lilies, which sets the tone: this Forbes Four Star inn near Plymouth leans hard into French countryside fantasy, turrets and all, less than an hour from Boston. Fifty rooms, attentive staff, and a 14,000-square-foot spa with a heated foot pool, an Aqua Terrace with waterfall and fireplace, and a full fitness calendar. The spa is the real draw, and most guests seem to know it before they even unpack.
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A Forbes Five Star resort on Cape Cod's southeastern elbow, with a private beach, a full-service spa, and a Lexus shuttle that'll whisk you wherever the peninsula demands. The shingle-style main house has been around forever, and the formula hasn't changed much: fishing charters, sunset sails, a kids' program in summer, and the general understanding that leaving the property is optional.
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A Federal-style Relais & Châteaux inn on Chatham's Main Street, with wide-plank floors, original art on every wall, and a wine bar pouring around two dozen wines by the glass. The 18 rooms run from airy and bright to seriously cozy, with wood-burning fireplaces and two-person tubs in some. A Forbes Five Star property. The porch has rocking chairs, the patio has a fire pit, and the whole thing is just walkable enough to skip the car entirely.
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A short walk uphill from the Vineyard Haven dock, this boutique inn sits on a bluff inside an old Arts and Crafts house that once belonged to the island doctor. The new owners gutted the fussy interiors and replaced them with open living areas, polished hardwood, picture windows, and a serious art collection, Philippe Starck and Marcel Wanders among the contributors. The Michelin Guide awarded it one Key.
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Bright colors, graphic patterns, and mid-century furniture fill this Martha's Vineyard hotel designed around a grown-up summer camp fantasy, which fits: Oak Bluffs was a Methodist camp destination, and the hotel sits in Wesleyan Grove. Rooms are far more comfortable than any bunk you survived, and the suites are lavish. But most of the action happens in the lobby, lounge, game room, and veranda, just like camp, except the canteen serves actual snacks.
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Perched over America's oldest working port, this waterfront hotel in Gloucester does classic New England maritime without apology: navy and weathered wood, fireplaces in the better suites, and ocean views that make you feel the design choices were basically inevitable. The onsite 1606 Restaurant & Oyster Bar leans into fresh Atlantic seafood, and the rooftop bar earns its keep at sunset in a way that's almost unfair to inland hotels.