Top 10 Chicest Hotels in the North East

As the daffodils begin to break through the newly thawed soil and we swap our winter parkas for lighter Spring styles, we can finally and realistically look forward to the upcoming warm weather that is giving us a much-needed reprieve after a seemingly never-ending dark winter. Would you believe us if we told you, Memorial Day is just 63 days away?! I know, we can barely believe it either, and yet it sends so much excitement through our hearts and we started thinking, ‘where can we go for a few days that is only a car ride away?’

So, we have listed the Top 10 Chicest Hotels in the North East that you, your friends, and family can escape to and get much needed R&R. From the tip to Montauk, to Vermont, and Maryland, we have you covered. Scroll below to see our list of the best and chicest North East resorts and hotels to visit this Spring and Summer.


Block Island Beach House

New Shoreham, RI

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If you are interested in visiting Block Island, the Block Island Beach House is the place you want to stay! It is the only beachfront hotel on the island and the food is quintessentially New England; lots of lobsters, frosé, and locally caught fish. The sights are incredible too and while you sip on a cocktail you can watch the locals catch some waves surfing the jetty.


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With arguably the most beautiful ocean views in Newport, The Chanler at Cliff Walk, is a Gilded Era estate that features 20 guest rooms each unique in their own charming and cozy way with fireplaces in each and many suites featuring stunning ocean views. The hotel also offers complimentary car service should you want to explore Newport.


Ocean House

Watch Hill, RI

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The Ocean House, situated on the oceanfront, dates back to 1868 and was rebuilt and unveiled in 2010. The hotel oozes luxury with every detail, and the Victorian style estate features croquet and squash courts for you to practice your favorite recreational habits, a sleek indoor-outdoor swimming pool, and butler service on its private beach. Guests are also offered a Mercedes-Benz convertible should they want to let the top down and take it for a spin.


Inn at Perry Cabin

St. Michaels, MD

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Located on the stunning Miles River, the Inn at Perry Cabin is the perfect escape from your busy life if you are coming from the National Capital Region. Guests can spend their days sailing on the river, tasting oysters from Philips Wharf or go on long bike rides through the beautiful town of St. Michaels. Should you want to brush up on additional recreational habits, the Inn at Perry Cabin also has tennis courts and 18 holes of golf!


Twin Farms

Barnard, VT

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If you are looking to get back in touch with nature, Twin Farms is the perfect place to stay. Guests enjoy mountain biking, fly fishing, canoeing, and swimming, and once they have tired themselves out, can unwind and enjoy the incredible spa. Twin Farms is also known for their farm to table menu, ensuring you are always eating the freshest and finest foods Vermont has to offer.


Woodstock Inn & Resort

Woodstock, VT

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The Woodstock Inn & Resort is tucked away in the mountains of Vermont and offer its guests a home away from home, and a world-class spa that will be sure to make any problems in your life disappear, or at least for a little while. The inn also has 12 tennis courts for you to practice your backhand on and a gorgeous pool for you to cool off in afterward. While staying here, you will feel as though you are staying in a friends beautiful New England home.


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Gurney’s Montauk Resort, believe it or not, is the only beachfront hotel in all of the Hamptons and after undergoing recent renovations, is officially a can’t miss destination and hotel! With access to its private beach, and The Beach Club which is the only on-beach dining experience in the Hamptons, you will be daydreaming of Gurney’s long after your stay. It also has the fabulous Seawater Spa if you want to unwind with a massage or a manicure.


Shou Sugi Ban House

Water Mill, NY

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Need some zen in your life? Don’t we all! The Shou Sugi Ban House is new to the Hamptons and brought the Japanese principles of wabi-sabi to the Hamptons. Enjoy sound baths, clean eating, sustainability, and peace when you visit the Shou Sugi Ban House and escape the Hamptons crowd.


Geneva On The Lake

Lake George, NY

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Can’t make it to Hotel du Cap-Eden-Roc this season? No worries! Thankfully, Geneva On The Lake makes us almost forget we are not in France. Located in the Finger Lakes of New York, the hotel is sat on 10 beautifully manicured acres and has been awarded several AAA Four-Diamond Awards in hospitality.


Blantyre Resort

Lenox, MA

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Missing the English countryside? We are too! Thankfully, Blantyre, an estate draped in ivy and sat on 110 acres, offers us an English escape stateside. It was built in 1902 as an private estate and turned over into a hotel in 1981, adorned with Baccarat chandeliers and a full-service Dom Pérignon champagne salon.


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