Dering Harbor Hotel Guide - Hotels with Pool in Dering Harbor, Shelter Island

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Top Dering Harbor Hotels with Pool

Frequently asked questions

What are some accommodation options with pools in Dering Harbor?
Quality Inn Old Saybrook - Westbrook: Features buffet, a pool and free self parking. Sound View Greenport: Offers sunloungers, an outdoor pool and kitchens. Baron’s Cove: Provides a private beach, a seasonal outdoor pool and 2 bars. Saybrook Point Resort & Marina: Features spa services, a seasonal outdoor pool and a snack bar/deli. The Harbor Front Inn: Offers 2 outdoor swimming pools, an indoor pool and a full-service spa.
What is there to see and do in Dering Harbor?
Make a point to visit attractions such as Greenport Carousel and Railroad Museum of Long Island. Discover sights such as Sunset Beach, Kontokosta Winery and Crescent Beach during your stay.
When is the best time to book a hotel with a pool in Dering Harbor?
You may want to think about a place to stay that has an outdoor pool if you’re planning to visit Dering Harbor in the warmest months of August, July or September, when the average temperature is 21°C. Accommodation offering an indoor pool may be the way to go if you come to town during the coldest months of January, February or March, when the average temp is 3°C.