Find 4 Star Hotels in Shelter Island, NY from AED596

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Compare Shelter Island 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Gurney's Montauk Resort & Seawater Spa
4.0 star property
8.2 out of 10, Very Good, (570)
"Great time beautiful property"
The price is AED 2,132
AED 2,895 total
includes taxes & fees
9 Jun - 10 Jun
Gurney's Montauk Resort & Seawater Spa
Sound View Greenport
4.0 star property
8.4 out of 10, Very Good, (433)
"We didn't have a table and chairs outside. We called the front desk and asked for them. They never came. We got our beach chairs out of our car to use."
The price is AED 1,233
AED 1,560 total
includes taxes & fees
6 Jun - 7 Jun
Sound View Greenport
Montauk Yacht Club
4.0 star property
8.4 out of 10, Very Good, (956)
"The property is beautiful and the staff wonderful. Unfortunately it is under renovation. Construction started at 7:30 am. "
The price is AED 1,488
AED 1,938 total
includes taxes & fees
10 Jun - 11 Jun
Montauk Yacht Club
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Marram
4.0 star property
8.4 out of 10, Very Good, (126)
"Great spot... Very convenient to town "
The price is AED 1,451
AED 2,312 total
includes taxes & fees
9 Jun - 10 Jun
Marram
Hero Beach Club
4.0 star property
9.0 out of 10, Wonderful, (140)
"Room was clean, comfortable, nicely done. The hotel is close to the beach, walking distance to town. Alex was very nice and helpful, we enjoyed our stay and would definitely come back."
The price is AED 1,194
AED 1,683 total
includes taxes & fees
5 Jun - 6 Jun
Hero Beach Club
Topping Rose House
4.5 star property
9.4 out of 10, Exceptional, (105)
"Noise from other guests."
The price is AED 2,686
AED 3,078 total
includes taxes & fees
11 Jun - 12 Jun
Topping Rose House
Madison Beach Hotel
4.0 star property
9.4 out of 10, Exceptional, (246)
"Gorgeous property and location!"
The price is AED 1,431
AED 1,621 total
includes taxes & fees
10 Jun - 11 Jun
Madison Beach Hotel
Journey East Hampton
4.0 star property
8.8 out of 10, Excellent, (91)
"Nice stay at Journey, wish I could have stayed longer into the holiday weekend. One suggestion, add full length mirrors to the room!! A small shoulder level round mirror is simply not enough for a hotel in a place like the Hamptons where what you wear and how you look, matters!! "
The price is AED 1,366
AED 1,715 total
includes taxes & fees
18 Jun - 19 Jun
Journey East Hampton
Copper Beech Inn
4.0 star property
8.6 out of 10, Excellent, (455)
"The room was large, very nice and clean. "
The price is AED 768
AED 883 total
includes taxes & fees
6 Jun - 7 Jun
Copper Beech Inn
The Roundtree, Amagansett
4.5 star property
9.8 out of 10, Exceptional, (75)
"The best hotel in the Hamptons! Luxury hospitality without pretension. Quiet, simple and the only one worth the price tag. You will pay the same if not more at any other local hotel and receive the worst service. It would be so easy for Roundtree to just rely on the high summer months to make money and rob you because they can, but they don't. The whole team works with an integrity uncommon to the area. Easy walk to everything in town and while they don't have a restaurant or bar they make up...
The price is AED 2,185
AED 2,590 total
includes taxes & fees
16 Jun - 17 Jun
The Roundtree, Amagansett
Canoe Place Inn and Cottages
4.0 star property
10.0 out of 10, Exceptional, (27)
"The room was beautiful.The grounds were amazing."
The price is AED 2,204
AED 2,618 total
includes taxes & fees
17 Jun - 18 Jun
Canoe Place Inn and Cottages
East Hampton Art House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (54)
"Beautiful property and Michael and Rosealind are some the nicest hosts we have ever encountered. "
The price is AED 2,797
AED 3,192 total
includes taxes & fees
5 Jun - 6 Jun
East Hampton Art House Bed & Breakfast
The Rams Head Inn
4.0 star property
9.2 out of 10, Wonderful, (7)
"It's traditional, quaint, serene, and the air is fresh"
The price is AED 988
AED 1,128 total
includes taxes & fees
5 Jun - 6 Jun
The Rams Head Inn
The Maidstone
4.0 star property
7.8 out of 10, Good, (112)
"Staff was very friendly and engaging. Handled all of our needs wonderfully."
The Maidstone
The 1770 House Restaurant & Inn
4.0 star property
9.8 out of 10, Exceptional, (135)
"beautiful inn with a scenic setting"
The price is AED 1,795
AED 2,494 total
includes taxes & fees
6 Jun - 7 Jun
The 1770 House Restaurant & Inn
434 on Main
4.0 star property
10.0 out of 10, Exceptional, (34)
"Great hosts"
434 on Main
The Baker House 1650
4.5 star property
9.4 out of 10, Exceptional, (33)
"Absolutely best place to stay in East Hampton! Charming B&B with incredible staff. "
The Baker House 1650
James Pharmacy Bed & Breakfast
4.0 star property
9.6 out of 10, Exceptional, (8)
"Near nice shops and restaurants "
The price is AED 1,431
AED 2,008 total
includes taxes & fees
5 Jun - 6 Jun
James Pharmacy Bed & Breakfast
Villa Direen - Modern East Hampton Villa
4.0 star property
Villa Direen - Modern East Hampton Villa
The Mainstay
4.0 star property
The Mainstay

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Frequently asked questions

What are the best 4-star hotels in Shelter Island?
Expedia guests enjoy staying at Topping Rose House. From its handy amenities to its attentive staff, everything about this 4-star hotel in Shelter Island is designed to offer an awesome vacation experience.
How much does it cost to stay in a 4-star hotel in Shelter Island?
To lock in a 4-star hotel in Shelter Island that fits your budget, make use of Expedia’s filters. Check out what’s available during your preferred dates and use our pricing filter to set your maximum rate. You can also sort your results by the most economical option first.

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What's the difference between 5-star and 4-star hotels in Shelter Island?
Treat yourself to luxury living during your Shelter Island getaway by choosing a 4-star hotel. As well as featuring upscale surroundings, these properties are typically packed with amenities such as large beds, complimentary bathrobes and plenty more. A 5-star hotel will go the extra mile to make your trip an even more lavish and memorable one. 24-hour concierge assistance, elegant décor and world-class dining are only the start of the exclusive conveniences and services you’ll likely get access to.
Does Shelter Island have any 4-star all-inclusive resorts?
Use our “All inclusive” filter to search for your dream resort in Shelter Island where everything is taken care of, from your accommodations to your food, activities and entertainment. We can also help you find standard 4-star stays in and around this sought-after destination.

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