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Hotels with Pool & Resorts in Shelter Island

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Best Shelter Island Hotels with Pool

Frequently asked questions

What are some accommodation options with pools in Shelter Island?
Quality Inn Old Saybrook - Westbrook: Features buffet, an indoor pool and free self parking. Gurney’s Montauk Resort & Seawater Spa: Offers a seasonal outdoor pool, an indoor pool and a private beach. Montauk Manor: Provides sunloungers, an outdoor pool and kitchens. Hyatt Place Long Island East End: Features a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. Saybrook Point Resort & Marina: Offers an indoor pool, an outdoor pool and 2 bars.
What is there to see and do in Shelter Island?
Surround yourself with nature at Sunset Beach and Crescent Beach. Discover sights such as Shelter Island Historical Society, Mashomack Preserve and Gardiner’s Bay Country Club 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.