Find 5 Star Hotels in Shelter Island, NY from ￥33,358
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Nov 6 - Nov 8Our top choices for Shelter Island 5-star hotels
￥50,983
￥73,685 total
includes taxes & fees
Oct 27 - Oct 28
2. Casa Newmark Holiday home 7 BestStayz.1
Casa Newmark Holiday home 7 BestStayz.1Sagaponack
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Explore similar 4-star hotels
Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Shelter Island.
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
￥56,771
￥77,833 total
Nov 9 - Nov 10
includes taxes & fees
8.2/10 Very Good! (875 reviews)
Sound View Greenport
58775 County Rd 48 Greenport NY
￥25,276
￥33,358 total
Nov 22 - Nov 23
includes taxes & fees
Montauk Yacht Club
32 Star Island Rd Montauk NY
￥39,061
￥62,532 total
Oct 27 - Oct 28
includes taxes & fees
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Learn more about Shelter Island
Nestled between Long Island's forks, this serene island offers pristine beaches and kayaking through Mashomack Preserve's coastal wetlands. Rent bikes to explore historic mansions and stop at Sunset Beach for seafood with spectacular evening views across Shelter Bay.
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Frequently asked questions
How much does it cost to stay in a 5-star hotel in Shelter Island?
How much you pay for a 5-star hotel in Shelter Island depends on factors such as when you plan to travel and the length of your break. Our top tip for landing an awesome deal? Use our pricing filters to compare the available hotels for your selected dates.
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What makes a hotel 5 stars in Shelter Island?
From fine dining restaurants and fitness centers to pools and superior bedding, the 5-star experience in Shelter Island is all about luxury and relaxation. But it requires more than just upscale conveniences to get a 5-star rating. Hotels must also offer outstanding guest-centric services like in-room massage treatments, on-site laundry and a nightly turn-down service.
Are there any 5-star all-inclusive resorts in Shelter Island?
Find a luxury escape that includes your lodging, meals, drinks and entertainment in Shelter Island with Expedia's filters. Search for properties with a 5-star rating and select the "All inclusive" filter. Have a look at what's included in the price. That way, you're ready to take advantage of the premium perks on offer from the moment you get there.