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Shelter Island 5 Stars Hotels

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Check availability on Shelter Island 5 Star Hotels

Tonight
Aug 26 - Aug 27
Tomorrow
Aug 27 - Aug 28
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Shelter Island 5-star hotels

A house with a sloped roof, large windows, and a pathway leading to the entrance.
A dining area with a chandelier, a large table, chairs, and a vase with flowers.
A wooden gate leading to a pathway surrounded by lush greenery and trees.
A covered porch with white railings, green cushioned chairs, hanging flower baskets, and pendant lights.

1. Mill House Inn

Mill House Inn
Pantigo Road Historic District
Canada
Ronald
NT$27,889
NT$40,307 total
includes taxes & fees
Sep 7 - Sep 8
Mill House Inn
A large house with a swimming pool, hot tub, and outdoor seating area surrounded by trees.
An outdoor patio with a covered seating area, a central fire pit, and a stone backdrop.
A spacious living room with a stone fireplace, leather sofas, and a wooden coffee table.
A large, two-story house with a well-maintained lawn and flower beds.

2. Casa Newmark Holiday home 7 BestStayz.1

Casa Newmark Holiday home 7 BestStayz.1
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.
Sound View Greenport

Sound View Greenport

58775 County Rd 48 Greenport NY
NT$7,992
NT$11,862 total
Sep 15 - Sep 16
includes taxes & fees
8.4/10 Very Good! (705 reviews)
Sound View Greenport
Montauk Yacht Club

Montauk Yacht Club

32 Star Island Rd Montauk NY
NT$11,190
NT$16,422 total
Sep 20 - Sep 21
includes taxes & fees
Montauk Yacht Club
Marram

Marram

21 Oceanview Terrace Montauk NY
NT$9,787
NT$17,555 total
Sep 21 - Sep 22
includes taxes & fees
8.8/10 Excellent! (276 reviews)
Marram
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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
A wooden gazebo by a pond with a large tree trunk nearby.

Top Shelter Island Hotel Reviews

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.
  • Search for the lowest price per night from NT$11,862
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.

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