1. Pridwin Hotel

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Shelter Island, NY

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Pridwin Hotel

3.1 (91 reviews)
PriceyHotels
Open • 8:00 am - 11:00 pm

Pridwin Hotel Photos

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Jennifer M.

We had a wonderful stay at The Pridwin. Our cottage was adorable and comfortable slept 4 of us. The pool was great for lounging all day and there were some fun activities such as paddle boarding, kayaking, ping pong and corn hole. Hotel was very clean. Amos and Benedict at the front desk were both very charming. I hope to go back soon!

Views
Cody L.

Gorgeous views, high quality and excellent service. This is an amazing spot on Shelter Island to have a bite to eat, to take in views, to spend time with family and friends.

Paul G.

This place deserves a huge uptick in rating. I just finished a mini honeymoon here with my wife and everything was fantastic. The staff was great and very on top of their game. Anything you need they got it. Outdoor sports bar and pool all day was a great relaxing atmosphere. Cocktails/beers delivered right to your seat all day long with a phenomenal view of the water. Highly recommend the expresso martinis with Marko at the main bar inside after you are finished with your pool day. Old school looking bar with a relaxed vibe. I will definitely be coming back in the future. The old pictures on previous reviews don't do it justice. This place is great.

Pano from the front lawn. Better in google view
Gezel R.

Just lovely. Great location, fantastic views, delicious food, comfy rooms, kind staff, perfect ambiance. It doesn't feel too small or too overwhelming and it's easy to get around. The dinner menu was inspired, we had to go back for more, try the s'mores! The place was completely remodeled.

The oysters and fish at the Terrace restaurant. Amazing!!!
Rachel A.

We loved this hotel and the food at the restaurant was so delicious. We cannot wait to come back to this newly renovated gem!

Family tranquility
Tim S.

Can not get enough of how beautiful and peaceful this resort is. Attention to detail is around every nook and corner.

Old Fashion

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3 months ago

Lovely setting. Well-meaning if amateurish service. Mediocre food at high prices. Would not return.

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5 months ago

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2 months ago

Great place to sit outside and have drinks or food. Pasta is amazing. Drinks are very good.

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7 months ago

The grounds and surrounding areas are beautiful, Hotel renovated and the cabins on the property are new and very spacious.

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2 years ago

Rooms smell of smoke and vapes. Unfriendly staff. Booked 4 nights here and left after 1 night. Go to sunset beach hotel!

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2 years ago

Ate at the restaurant. Way over priced with very mediocre food. The hotel is beautiful. Sadly the food and service don't match the ambiance.

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Review Highlights - Pridwin Hotel

“They have Hinkley yachts for sunset cruises, kayaking and paddle boarding, yoga on the lawn.”

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Seven - Open air workout shed

Seven

(19 reviews)

This place takes the B&B concept to a new level. For a private, luxury experience, HIGHLY…read morerecommending this venue. Seven is the perfect little oasis for a team retreat, special event, or romantic getaway. The team is really friendly and accommodating. From the moment you arrive at the property you feel you're on vacation. It's near several activities including the beach and golf range. Romantic, Quiet, Kid-friendly, About the Rooms & Spaces: The rooms are SO lovely. Each room has a single queen or king but the little side sofa converts to a twin bed, which was perfect. Rooms are best for 2-3 people (e.g., a couple, two friends, or parents and one child). Larger parties should book two of the lovely rooms. We had a terrific little veranda space overlooking the property, which was fabulous at sunrise or sunset. The bathrooms look like they were freshly redesigned. VERY luxurious and accessible for older guests as well as younger guests in terms of entering and exiting shower. The kitchen is equipped with state-of-the-art accessories with the bespoke touch of little classical touches like the silver tea set, carafes, etc. to transport you to the "classic Hamptons" of my youth. The shared spaces were chic and multipurpose to allow everyone to find their favorite sitting spot. The pool area was amazing and the focal point of this trip for most of our stay. Quiet and peaceful overall even though we shared the space with two large groups and two couples. Our group came over for a three-day (two night) retreat. We also enjoyed the little library, furnished with leisurely reading about the region, art, healthy lifestyle, etc. and the unique backgammon board, which we took advantage of after a very long active day of exploring! Safety: Everyone in the area is familiar with Seven and vice versa. It's like being welcome to a little professional family, which is a nice change from the busy city. Very calm, safe environment. Miss Peaches (the adorable pet) pops around every morning to take a lap and greet everyone in the morning as the team sets up for breakfast and luxurious lounging around the pool. Distance from B&B to Activities: Roughly 90% of the recommended activities are within walking distance (if you're like me and enjoy walking). Bikes and taxi services are also available for those who don't feel like walking. Great Value: Considering the location and average cost of a classic Hamptons vacation, coupled with the inclusion of amenities like the enormous continental breakfast, bikes, gym, heated pool, the luxurious rooms and shared spaces, etc., Seven offers a really remarkable value. Other Notable Details: Seven is a Greek-owned small business and really embraces the concept of Philotimo. The owner supports the arts, public radio and other philanthropic initiatives, which is also very admirable and adds an extra touch of charm to the little vacation paradise she's created at Seven on Shelter.

I had planned to book a one-week vacation at this establishment for my family, but after a recent…read morephone call, I've decided to take our plans elsewhere. A family member has a medical condition that requires a specific type of mattress, so I called to ask a simple question about what kind of mattresses they offer. I was connected with a woman named Beth, who was shockingly rude and unprofessional. When I began explaining the situation, she literally said, "I don't have time for this," and then followed it with, "Are you making a reservation or not?" I was stunned. We were ready to spend a week here, but after being treated like an inconvenience for asking a basic, medically necessary question, there's no way I'd trust our family vacation to this place. I'm genuinely at a loss for words at how poorly I was treated. Also, I might like to add it takes a lot for me to leave a negative review. I think I've only ever left one other negative review on my account. Trying to support small local business has always been a priority of mine and I understand people have good days and bad days so I don't usually take two social media to post a negative review but this was over the top nasty. I felt I needed to do so. Not to mention, I took a screenshot. The phone call was only one minute, so the fact that she became so nasty and saying she shouldn't have time for this I'm flabbergasted.

The Chequit Inn - My mom at chequit restaurant

The Chequit Inn

(91 reviews)

World Cup 2026 Begins!…read more the chequit restaurant AI Mode All Maps Images Videos Forums News Shopping Short videos Web Books Flights Finance Search tools Feedback Dine-in Takeout Delivery Open now Top rated Cheap Upscale Beer Wine Recently opened The Chequit Restaurant, 23 Grand Ave, Shelter Island Heights Choose area Places Map of the chequit restaurant The Chequit 4.3 (193) · 4-star hotel Shelter Island Heights, NY ⁦Charming inn with water views & dining⁩ Photo of The Chequit Photo of The Chequit Call Directions Website Share The Chequit Restaurant 3.9 (24) · $30-50 · Restaurant Closed · Shelter Island Heights, NY ⁦Dine-in⁩· ⁦Curbside pickup⁩· ⁦No delivery⁩ Photo of The Chequit Restaurant Reserve Order Call Directions Website Share The Chequit https://www.thechequithotel.com The Chequit Historic seaside hotel and restaurant perched over the tranquil waters of Shelter Island. Newly renovated and re-opening Summer 2021. Dining Contact Cafe Rooms Guest Information Getting Here Local Attractions The Chequit https://www.thechequithotel.com Dining The Chequit Restaurant. Dinner reservations are available. Wednesday through Sunday, beginning at 5:30 PM. Our bar opens daily at 4 PM for cocktails, wine, ... People also search for Instagram · thechequit 8.1K+ followers T H E C H E Q U I T (@thechequit) · Shelter Island Heights, NY Boutique Hotel and Restaurant celebrating over 150 years of coastal living on Shelter Island, NY. Follow. Message. The doors are open. The Suffolk Times https://suffolktimes.timesreview.com The Chequit reopens restaurant, hotel - The Suffolk Times May 24, 2026 -- At a recent soft opening, diners sampled the new menu, which emphasizes local seafood and produce, adding an Italian accent to some dishes, with ... Yelp https://m.yelp.com THE CHEQUIT INN - Updated June 2026 - 107 Photos & 86 Reviews THE CHEQUIT INN, 23 Grand Ave, Shelter Island Heights, NY 11965, 107 Photos, (631) 749-0018, Mon - Open 24 hours, Tue - Open 24 hours, Wed - Open 24 hours, ... 3.6(86) People also search for Results are personalized - Try without personalization 10019, New York, NY - From your device Update location Dark theme: off Help Feedback Privacy Terms Reviews The Chequit Restaurant Google review summary 5 4 3 2 1 3.9 (24) Reviews All Price Meal Service calamari2 clams2 mashed potatoes2 tavern2 +6 Sort by Most relevant Newest Highest Lowest oliver simons Local Guide·16 reviews·4 photos Dine in | Dinner | $30-40 We had such a fantastic meal at The Chequit. The food was absolutely the star of the night and every dish felt thoughtful, fresh, and beautifully executed. The tomatoes on toast were incredible! Bright, ripe, and full of flavor, with that ... More Mix Media Plus Local Guide·7 reviews·56 photos 8 months ago $30-50 Amazing atmosphere with a coastal island vibe. Pup friendly and so accommodating. Must try. Pro tip: visit the café Friday - Monday for house made pastries and seasonal lattés ... More Photo 1 in review by Mix Media Plus Photo 2 in review by Mix Media Plus Photo 3 in review by Mix Media Plus Photo 4 in review by Mix Media Plus Oyster Sommelier Local Guide·11 reviews·23 photos a year ago The tavern got a nice refresh this last winter. It looks great. Thursday's happy hour and buck-a-shuck is the best on the island! Oysters - Shrimp - Clams ... More Photo 1 in review by Oyster Sommelier Ronald Wohlman Local Guide·17 reviews·3 photos 10 months ago $50-100 The food is terrible. It's really not good. And the funny thing is it's very expensive. I think a really lousy burger is $29. The NY Strip is $50 and it's a supermarket-bought steak cooked with no flavor and served with the worst wet ... More oliver simons Local Guide·16 reviews·4 photos just now New Dine in | Dinner | $30-40 We had such a fantastic meal at The Chequit. The food was absolutely the star of the night and every dish felt thoughtful, fresh, and beautifully executed. The tomatoes on toast were incredible! Bright, ripe, and full of flavor, with that perfect balance of freshness and richness. The Sardinian flatbread was another standout, crisp and savory and completely addictive. Even the complimentary bread service was memorable, especially with the basil butter, which was such a simple but delicious touch that made the whole meal feel extra special. The rigatoni was outstanding! Perfectly cooked, comforting, and deeply flavorful without feeling heavy. Everything we had felt polished but still warm and approachable, which is exactly what you want when dining at a hotel restaurant that really overdelivers. Truly one of those meals where you keep talking about the food afterward. What pulled it altogether was the cure little birthday sign waiting for us on our table, 2 glasses of free champagne and dessert to celebrate my husband's birthday. Warm and thoughtful touches that we've never had at a restaurant before and all because i just noted it in my reservations. Truly a perfect evening, highly recommend.

Treated with courtesy and attention the moment that I arrived at the charming Chequit Inn. The room…read morewas absolutely beautiful, immaculate and updated/modern. (fridge, safe, robes, bathtub... fabulous!) The staff was first rate (Peter, Pete, Jasmine, Brandy & Isabelle, to name just a few) and they each went out of their way to make the experience perfect. RAVE REVIEW! Looking forward to future visits! Thank you xo

Silver Sands Motel & Beach Bungalows - Plato's Beach House at Silver Sands - a design-led, waterfront accommodation in Greenport on Long Island's North Fork with panoramic views

Silver Sands Motel & Beach Bungalows

(27 reviews)

An Absolutely Exceptional Stay -- Silver Sands Is Something Special…read more My wife and I spent three days at Silver Sands celebrating our 31st wedding anniversary, and although this was our first visit, it certainly will not be our last. From the moment we arrived until the moment we left, the experience was exceptional. The entire staff went above and beyond to make our stay memorable. What impressed us most was how incredibly organized, attentive, and welcoming everyone was without ever being intrusive. It was almost as if the staff had mastered the art of being there exactly when you needed something, while somehow remaining nearly invisible the rest of the time. That level of service is very difficult to achieve, and Silver Sands does it beautifully. The property itself is immaculate. The grounds are meticulously maintained while still allowing the natural beauty of the surroundings to remain part of the experience. The private beach was spotless, peaceful, and beautifully organized. Throughout the day, we would notice staff quietly moving through, straightening and maintaining everything, yet they were so unobtrusive you could barely tell it was happening. The attention to detail throughout Silver Sands is remarkable. From the design and atmosphere of the property to the pour-over coffee in the room, the thoughtfully selected shampoos and conditioners, linens, amenities, and overall cleanliness -- everything feels intentional. Our room was absolutely impeccable. Silver Sands somehow manages to capture the nostalgia and charm of the classic American motel while feeling modern, sophisticated, and luxurious at the same time. Calling it a "motel" almost doesn't do it justice. It is a truly unique property that can easily rival some of the best hotels and resorts we've stayed at. And then there are Eddie's and Nookie's! Both onsite restaurants were fantastic. The staff and service were wonderful, and everything we ate was top-notch. We left already talking about coming back so we can try more of the menu. Over our 31 years together, my wife and I have been fortunate enough to travel to many beautiful and far-off destinations. Yet there were moments during our stay at Silver Sands when we genuinely felt transported somewhere else entirely -- certainly not like we were still on Long Island, and at times not even like we were anywhere in the United States. It has a special atmosphere that is difficult to describe until you experience it yourself. Thank you to the entire Silver Sands team, as well as everyone at Eddie's and Nookie's, for making our 31st anniversary one of our most memorable, relaxing, and enjoyable staycations. You helped make an already special occasion even more special. We arrived as first-time guests and left knowing we'll be back and bringing others to experience what we had. Thank you again, Silver Sands. See you all soon!

My husband and I were out at Silver Sands this fall. We were in desperate need of R & R. Silver…read moreSands was the ideal setting. I cannot say enough about the entire staff, the grounds, our cabin..... From the minute we checked in, we were treated like royalty! The girls in reception were so welcoming. Our cabin was cozy and decorated beautifully. The food at Nookies was delicious and Mike our waiter was a joy! The staff keeps the grounds so neat and nicely landscaped. The owners of Silver Sands did an incredible job with the renovations and more importantly, the staff that they hired! We've enjoyed Silver Sands over the years with our children and we will definitely be returning with our grandchildren as well! Alex and crew....thank you so much for everything!. If I could give more than 5 stars, I would.

Pridwin Hotel - hotels - Updated October 2026

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