Nantucket, MA

Nantucket, MA Overview

About 30 miles off the coast of Massachusetts sits the magical island of Nantucket, unmatched in its beauty and ability to relax even the most ardent Type A personality. Once the whaling capital of the world, Nantucket is 14 miles long and 3.5 miles wide and has a charm like few other places; cobblestone streets... read more.
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Where To Stay

Century House

Features:

OVERVIEW The Century House is the oldest continuously operating inn on the island, yet its condition is so pristine you would think it was just built. Gorgeous wall coverings, freshly painted trim, original plank flooring buffed to a brilliant shine and a wonderful collection of antique furniture all contribute to an overwhelming feeling of comfort...…

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Cliffside Beach Club

OVERVIEW Begun as a private beach, The Cliffside Beach Club became a private club in 1949 where the same members returned year after year to get the same locker, the same umbrella and the same spot on the beach. The Currie Family bought the Club in 1959 and in the 80’s and 90’s added hotel...…

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Nantucket Hotel

OVERVIEW A few years back, the Snider family purchased the old Point Breeze Hotel (circa 1891), poured a ton of money into a complete renovation and the result is the wonderful, family friendly Nantucket Hotel + Resort. Properties are run better when the owners are also the operators and The Nantucket proves the rule. THE...…

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Sherburne Inn

Features:

OVERVIEW The words elegant, gracious and tranquil aptly describe this beautiful year round inn, just a block from the center of town. The first thing you notice as you approach the Sherburne Inn is the meticulously manicured lawn and the beautiful rear gardens surrounding an intimate setting of Adirondack chairs. It looks so inviting and...…

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The Wauwinet

OVERVIEW An acclaimed Relais & Chateau property (the only one on Nantucket), the Wauwinet is located about 9 miles from town at the northeastern part of the island and if you like inn accommodations, this would have to top any list. The rooms are beautifully decorated in country pine antiques and there is a gorgeous...…

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Union Street Inn

Features:

OVERVIEWUnion Street Inn, the only one of our Featured Properties in Nantucket to actually be in-town, is a beautiful circa 1770 inn with wide plank pine floors and 12 luxuriously appointed, guest rooms. Exquisitely maintained and gorgeously decorated, the rooms here (6 have working fireplaces) are among the most romantic we have seen in a...…

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White Elephant Hotel

OVERVIEW Minutes from the center of town and sitting on the edge of the harbor is the elegant White Elephant Hotel, a sophisticated luxury hotel with 53 guest rooms and suites and 11 garden cottages. Personal service, as evidenced by the high staff to guest ratio, is important here and it shows. The public rooms...…

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Where To Eat

Company of the Cauldron

I couldn't write a better description of Company of the Cauldron than Malcom A. Willson of Cape Cod Times. "This little Nantucket restaurant has charm written all over it -- from its dark red, ivy-framed, single-story front, pierced by small-paned windows, to its darkly handsome, romantic-as-a-novel interior. The inside's post-and-beam and rough plaster construction seems…

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Galley Beach

Galley Beach is our final night tradition during our stay on the island. It is the best combination of food, ambiance and service on the island. What makes it particularly fun is that everyone seems to know everyone, or you do by the time dinner is over. One night Stiller and Meara sat at one…

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Le Languedoc Bistro

We never miss Le Languedoc Bistro when we are on the island. Eating at the downstairs bar is like coming home to friends. Give me steak frites and a good bottle of red and my trip is complete. There are a number of dining choices here; outside on the terrace, downstairs in the intimate cafe…

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Lola 41

Lola 41, The "41" in the name represents the 41st parallel on which Nantucket sits as well as other influences in the kitchen; Spain, Italy, Greece, China and Japan. They call themselves a "global bistro", I call them just plain fun. This is a "hot" spot on the island, busy every night. Housed in the…

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Oran Mor Bistro

Two friends, Chef Edwin Claflin and Jon Tancinco, who met in culinary school, took over the reins of this island institution in 2016. Oran Mor  has been an island favorite from the time Peter Wallace opened it and Chris Freeman continued the tradition. The transition has been seemless and the restaurant remains an island favorite.…

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Queequeg’s

It's easy to miss Queequeg's as you walk around town as it is tucked away on a small street, but not if you talk to the local's. It's one of the favorites, both for great food and reasonable prices. Inside, the small, intimate dining room is cozy and comfortable and decorated with faux finished rust…

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Straight Wharf

Straight Wharf is one of the most romantic restaurants on the island and when coupled with its wonderful food, it's the perfect "special occasion" restaurant. Located right on the wharf overlooking the Harbor, you can dine under the stars in good weather or enjoy the view through large paned windows from inside. The interior has…

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The Boarding House

When I want an excellent meal, but something a little less formal, I head to the Boarding House. You have three choices on where to eat; in the romantic candlelit wine cellar, on the patio or at the lively bar. Weather permitting, I like to eat outside and do a little people watching. This is…

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Topper’s

Topper's is our go-to restaurant for a special occasion dinner or a delicious, luxurious lunch overlooking the Great Lawn and Nantucket Sound. The dining room is the most refined on the island. White raised panel walls adorned with softly lit oil paintings, wall sconces, plaid fabric covered chairs, crisp linens, candles, fresh flowers, fireplaces and…

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Ventuno

Ventuno is housed in a beautiful Greek Revivalist building (the former 21 Federal) in the heart of downtown and is run by the folks who own Straight Wharf, another dining "institution" on the Island. The restaurant has a cozy wood paneled bar that is a lively gathering place for locals and the dining rooms are…

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Advance Search

Use our handy tool to search for the perfect weekend with all the features you prefer. Search by accomodation type, recognition, geography, amenity and more. Search now!

May 2020: Little Nell

This months featured property is… charming and sweet. THE ROOMS In 2017, Champalimaud Design refreshed all 86 rooms and suites and all guest floor corridors. The approach was to reinvigorate the spaces to be fresh, light and welcoming, utilizing palettes of blue, tan and grey to complement the relaxed nature of Aspen. Key features include… read more.

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