Search Hotels in The Heights, Shelter Island Heights

"Staff was excellent and very helpful."

"Return visitor. Great stay."

"My fiancé and I recently spent a few nights at this beautiful hotel by the water in Old Saybrook, and we couldn’t have asked for a more perfect getaway. From start to finish, everything was exceptional. The cleanliness throughout the property was flawless — every space felt fresh, spotless, and well cared for. It set the tone for a relaxing and worry-free stay. The amenities were fantastic. We especially enjoyed the spa and the cozy common areas where we could unwind together. Everything was thoughtfully designed to create a luxurious and peaceful atmosphere. The dining experience was another highlight. Every meal we had was delicious, with fresh ingredients, creative menus, and warm, attentive service. Whether it was breakfast with a view or a romantic dinner by candlelight, the setting made it all feel extra special. What truly made the experience unforgettable was the view. Being right on the water, we were treated to stunning sunrises and serene evenings. Sitting together on the balcony, watching the sunset over the water, was one of the most peaceful and memorable parts of our trip. This hotel offered the perfect mix of romance, comfort, and beauty. My fiancé and I left feeling refreshed, connected, and already dreaming of our next visit. Highly recommended for couples looking for a scenic and serene escape."

"Having difficulties walking, the owner came to my car and helped bring my bags into my room. He owns an Indian restaurant next door. The food is superb. "

"Very nice staff and great location "

"We loved our stay. It’s like a motel turned eco friendly resort. We had an upper corner room, which afforded us unobstructed views and privacy. The bed was so comfortable and the room was spacious—except for the bathroom. The bathroom needs vanity space! While the charm of this place is partly due to its being vintage, if I’m spending $800 a night I want a modern, spacious bathroom. "

"The hotel location was beautiful and what made the property nice. The room was nice, but a little smaller than expected. The pool was nice, the beach was divine (we saw a seal and dolphins!), but the map had a playground that wasn't there. "

"Looking for a relaxing summer get away and this didn't disappoint. Beautiful property on the water. Beach was clean and chairs and umbrellas provided. Staff was super professional and accommodating. Outside bar and restaurants, no need to leave the property. Surrounding area was quiet and close drive to the town of Essex. "

"Best resort in the Hamptons / Long Island area! My family and I loved this resort before and after renovations- which are incredible. The staff is outstandingly well trained and so kind. We come to Shelter Island / North Fork annually so we love that The Pridwin has been renewed. "