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    Pridwin Hotel

    3.1 (87 reviews)
    PriceyHotels
    Closed 8:00 am - 11:00 pm

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    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.

    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!

    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
    Desi K.

    I reeeeally liked this spot. My husband and I stumbled across it while we were exploring Shelter Island for the day and it was a great spot for a drink. We hung out on the patio which was overlooking the water and it was really pleasant. I wish we hadn't already eaten since the restaurant looked good. I'd also consider staying at the hotel next time too.

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    2 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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    3 years ago

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    14 years ago

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    Glenn P.

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    Page 1 of 3

    Ask the Community - Pridwin Hotel

    Review Highlights - Pridwin Hotel

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

    Mentioned in 2 reviews

    Read more highlights

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    Seven - Sunset at Sunset Beach

    Seven

    (19 reviews)

    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 host Beth was so welcoming, and we had the most relaxing time. The property is immaculate with…read moreso many different options to help you enjoy your stay from the pool, to the delicious breakfast, to the fire pit. This was an unforgettable weekend!

    Sunset Beach Hotel - Frose. Delicious! Frozen rosé, vodka, lemon, and strawberry.

    Sunset Beach Hotel

    (43 reviews)

    Been coming here for 20 years. Love it a lot. Sure, it's expensive, sure the wait staff could use…read morean attitude adjustment, but Sunset Beach is one of the most exciting and exclusive places in the Hamptons. The reason for 4 stars instead of 5, is that this summer (we went three times), I was very disappointed with the burger. I've been eating their burger for 20 years, and this summer I was very disappointed when I tried to order it medium and the server said it was a "smash burger." Well, that wasn't the disappointing part. The disappointing part was that when the burger came, it was NOT a smash burger. It was just a small patty, overcooked, and smaller than the bun (which was awful). However, the scallop crudo, the pasta, and the other fish dishes are great. The drinks are good (well a bit expensive for drinks made in batches, but at least they come out quickly), and the vibe is to die for. Hopefully next summer, they bump the price of the burger by $5 and bring it back to a proper burger. Instead of the rubbery overcooked "smash burger" that wasn't.

    Sunset Beach Hotel was such a vibe! The aesthetics of this place had me feeling like I was in Costa…read moreRica. Such a cool place. The drinks are expensive, but that's probably to be expected. It got a little busy around dinner time, but again that's probably expected for an island bar. If I ever find myself on Shelter Island again, this will be the first place I come back to!

    Ram's Head Inn - Beautiful decor

    Ram's Head Inn

    (83 reviews)

    $$$

    The Good: Grounds are gorgeous and the water view is great. Staff was kind and attentive (when…read morethey were on duty). The Bad: The Inn is riding the tails of the past reputations. Decor was dated and worn in the rooms. No amenities like TV or an available Wi-Fi (there is Wi-Fi but it's locked; when I asked for it the staff was off duty on the front desk. So, effectively, no Wi-Fi. The rooms needed a good deep cleaning and a seriously refresh. You would think that art on the walls might reflect the beautiful vistas of Shelter Island; instead there were creepy pictures that looked like off the set of "The Shining". The ventilation made for a hot, stuffy atmosphere in the rooms. Hot water took a good 10 minutes to come up and was tepid warm at best. My travel companion left an unfavorable review on Google and I received two phone calls from management implying that the poor rating would hurt the hotel and what I could do to change them. I had nothing to do with that review, but I own this one and I would encourage management to focus less on online reviews and take a good hard look at the product that they are selling. At a price that is closer to $1000 a night than $500, a premium price demands a premium product and on this point, the Rams Head Inn fails miserably. Unless there is a complete renovation and perhaps a change in ownership, this property is a hard "avoid".

    This place is a hidden gem on the east end of shelter island. After spending the day exploring…read moreshelter island with my uncle, we drove out to the rams head inn and grabbed a crisp glass of wine, and enjoyed the hotel and its grounds! I would love to stay in such a quiet and peaceful inn well off the beaten path.

    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

    (21 reviews)

    Silver Sands Motel & Beach Bungalows is the only place I'll ever stay again in Greenport. This…read moremotel feels like something out of a dream. The service is unbeatable, the grounds are beautiful, and every single detail feels thoughtfully and meticulously curated. I could not have been happier staying here. It's a true oasis of relaxation and the kind of place you never want to leave. Do yourself a favor and book a stay here.

    Decided to take a little babymoon out east instead of flying somewhere. So so happy we did. Silver…read moreSands was the perfect place just down the road from Greenport town and the wine trail. We came off season (mid-March) so it was in our budget (this place in the summer can go for 3x what we paid and its understandable). Completely renovated and modernized this motel was way more than we expected. The views of Shelter Island were gorgeous and the grounds were so nice to walk around. The lobby was warm and inviting as well, and they even have a small diner on property Nookies that we stopped by at for breakfast one morning and loved. Our room was stunning and had so many amenities. Small Smeg fridge, large closet with an iron/board, full length mirror, and safe. They even had beach towels for us (not that we needed them in March but they were a good touch). The smart TV was great to stream all our services and there was also a bluetooth speaker. There was a guide with motel facts and local things to do as well. The bathroom was also super modern and stylish and they had slippers and robes for us to use as well as full size pump shampoo/conditioner/body wash/hand wash/ and lotion. Maybe one day well be able to afford to stay for a beach day. We would love to come back!

    Pridwin Hotel - hotels - Updated May 2026

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