Photo by tom owens

Shelter Island Hotel Guide - Hotels with Pool in Shelter Island, New York

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Shelter Island Hotels with Pool

Next weekend
In two weeks

Top Shelter Island Hotels with Pool

Frequently asked questions

What are some accommodation options with pools in Shelter Island?
Hyatt Place Long Island East End: Features an indoor pool, an outdoor pool and 2 bars. Montauk Manor: Aparthotel, 14-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. Quality Inn Old Saybrook - Westbrook: Provides buffet, an indoor pool and free self parking. Saybrook Point Resort & Marina: Features sunloungers, an outdoor pool and kitchens. Water’s Edge Resort & Spa: Offers 2 outdoor swimming pools, an indoor pool and a full-service spa.
What is there to see and do in Shelter Island?
Surround yourself with nature at Sunset Beach and Mashomack Preserve. Discover sights such as Shelter Island Whale’s Tail, Crescent Beach and Shell Beach during your stay.
When is the best time to book a hotel with a pool in Shelter Island?
You may want to think about accommodation that has an outdoor pool if you’ll be visiting Shelter Island in the hottest months of August, July or September, when the average temp is 21°C. Accommodation offering an indoor pool may be what you want if you come to town during the coldest months of January, February or March, when the average temperature is 3°C.