Shelter Island 5 Stars Hotels

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Check availability on Shelter Island 5 Star Hotels

Tonight
6 Jan - 7 Jan
Tomorrow
7 Jan - 8 Jan
This weekend
9 Jan - 11 Jan
Next weekend
16 Jan - 18 Jan

Our top choices for Shelter Island 5-star hotels

Front of property – evening/night
Mill House Inn

Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (76)
"the rooms are outdated and the front desk staff was overbearing the location is great but it’s noisy the breakfast was awesome as was the chef "
United States
Sharon
The price is HK$1,946
HK$2,446 total
includes taxes & fees
14 Jan - 15 Jan
Mill House Inn
Outdoor spa tub
Casa Newmark Holiday home 7 BestStayz.1

Casa Newmark Holiday home 7 BestStayz.1

Casa Newmark Holiday home 7 BestStayz.1
5.0 star property
Sagaponack
Casa Newmark Holiday home 7 BestStayz.1
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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

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway Montauk NY
The price is HK$1,957 per night from 8 Jan to 9 Jan
HK$1,957
HK$2,684 total
8 Jan - 9 Jan
includes taxes & fees
8.2/10 Very Good! (707 reviews)
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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.

See all hotels in Shelter Island
Central Park summer

Top Shelter Island Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Shelter Island?
The amount you pay for a 5-star hotel in Shelter Island depends on things such as when you plan to travel and the length of your stay. A top tip for scoring the best deal? Use our pricing filters to compare all of the available options for your chosen dates.

  • Search for the lowest price per night from HK$1,579

What makes a hotel 5 stars in Shelter Island?
From fine dining restaurants and fitness centers to pools and dreamy bedding, the 5-star experience in Shelter Island is all about comfort and indulgence. But it takes more than just top-notch conveniences to get a 5-star rating. Stays also have to provide superior guest-focused services like beauty treatments, on-site laundry and dry cleaning and room service any time night or day.
Are there any 5-star all-inclusive resorts in Shelter Island?
Expedia's filter tool is the quickest way to find exactly what you want. Select "All inclusive" and "5-star" to show the most luxurious hotels in Shelter Island where your meals, room, activities and entertainment are included in the upfront price. At these getaways, your trip is pure relaxation and indulgence from the moment you step foot in the lobby.

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