Find luxury hotels in Shelter Island, NY

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Find out more about Shelter Island

Shelter Islandand its attractions for luxury travelers

Shelter Island, New York, offers a unique blend of luxury and tranquility, perfect for travelers. Begin your journey at the stunning Mashomack Preserve, where you can explore over 2,000 acres of untouched nature, ideal for hiking and bird watching, ensuring a peaceful retreat into the island's natural beauty. For a taste of local culture, visit the Shelter Island Historical Society, which showcases the rich history of the area through engaging exhibits. Adventurous families will love kayaking or paddleboarding in the calm waters of Coecles Harbor, where you can take in the serene surroundings while enjoying some quality time together. Don’t miss the opportunity to indulge in fine dining at the renowned 18 Bay, where fresh, local ingredients are transformed into exquisite dishes with waterfront views. For a luxurious stay, the Crescent Beach area boasts elegant rooms that provide direct access to pristine beaches and personalized service, allowing you to unwind and rejuvenate in style. Here, you can enjoy sunset strolls along the shore, feeling the ocean breeze as you sip on a perfectly crafted cocktail from your hotel’s bar.

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Frequently asked questions

Are you looking for a luxury hotel for your Shelter Island vacation?
Use Expedia to help you arrange a flight to East Hampton, NY (HTO) airport or Fishers Island, NY (FID-Elizabeth Field) airport, and then choose from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to find what you need to make your stay special. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Shelter Island offers. Shelter Island has some interesting things to see and do including Sunset Beach and Shelter Island Historical Society, so you might want to take in the local sights during your visit.
When can I expect good weather in Shelter Island?
Planning for the weather is a good way to make your trip to Shelter Island relaxing and enjoyable, especially when you're splurging. The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island is 57 inches.
What's there to see and do in Shelter Island?
Take in some sights and attractions while you're in Shelter Island by visiting Sunset Beach, Shelter Island Historical Society, and Shelter Island Whale's Tail. If you have some spare time during your trip, you might want to check out Mashomack Preserve and Crescent Beach.

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