Best Weekends Recommended Destinations

Century House

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 of the Cliffside Beach Club

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…

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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…

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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…

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Nantucket Hotel & Resort

OVERVIEW of the Nantucket Hotel

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…

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Sherburne Inn

OVERVIEW at The Sherburne inn

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.…

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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…

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The Wauwinet

OVERVIEW of The Wauwinet

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…

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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…

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Union Street Inn

OVERVIEW of The Union Street Inn

Union 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…

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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…

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White Elephant Hotel

OVERVIEW of White Elephant Hotel

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…

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