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Choose from 4681 Shelter Island Hotel Deals
Gurney's Montauk Resort & Seawater Spa
Staying at Gurney's after their many renovations was surprising !! The rooms don't look outdated anymore including the Spa / Pool area - for the price you're paying per night, I appreciated the face lift. Oceanviews from any angle of this hotel site will always be incredible !
Reviewed on Jan 12, 2026
Pier Blue Inn Old Saybrook - Essex
I have stayed here a number of times, and each time the room has been spotless and smells fresh. The staff is very friendly and always offers to help in some way, whether it's to get the snow off my car or provide bottled water. I will be staying here again!
Reviewed on Jan 23, 2026
Montauk Blue Hotel
Great view of sunrise and sunset
Reviewed on Jan 19, 2026
Montauk Manor
Everyone was perfect for our stay at the Montauk Manor!!! The lobby is beautiful and clean. The staff was friendly and very welcoming. We enjoyed massages with Amy, which I highly recommend. Breakfast was delicious at Monte’s (restaurant in the lobby). We loved our room it was immaculate and had ...
Reviewed on Jan 26, 2026
Sound View Greenport
This is our fourth trip back to the Soundview Inn, and we are big fans! The atmosphere is simple, modern, with a laid-back vibe. The rooms are well appointed and are finished with an indoor/outdoor use in mind. The room can be chilly in the winter, but it’s easy to get cozy. The included breakfast ...
Reviewed on Jan 10, 2026
Water's Edge Resort & Spa
Great room and staff
Reviewed on Jan 14, 2026
Hyatt Place Long Island East End
Tamara, who checked us in, made a great first impression. She was friendly, helpful, and very accommodating.
Reviewed on Jan 28, 2026
Offshore Montauk
Clean, excellent service, great amenities, walking distance to the strip. Great value. Only thing was bathroom area was cold as air was seeping in. We stayed during the winter.
Reviewed on Jan 25, 2026
The Harbor Front Inn
The staff was wonderful and the room and views fantastic.
Reviewed on Jan 12, 2026
Quality Inn Old Saybrook - Westbrook
From the front desk to the rest of the staff, everyone was very friendly but also very professional and very helpful. I called the front desk about 5 straight times to ask questions I was waiting for the receptionist to e upset ,to my surprise she was laughing it up with me. That alone made my stay ...
Reviewed on Jan 21, 2026
Saybrook Point Resort & Marina
All was good at the hotel. No complaints
Reviewed on Jan 19, 2026
The Atlantic Hotel
Staff was very friendly room was clean and comfortable
Reviewed on Jan 11, 2026
Find cheap hotels in Shelter Island
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