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Find 4 Star Hotels in Shelter Island, NY from AED 572

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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
Room

Gurney's Montauk Resort & Seawater Spa

4.0 star property
8.2 out of 10, Very Good, (609)
"Beautiful views. Great staff and amenities."
Gurney's Montauk Resort & Seawater Spa
Sound View Greenport
Poolside bar

Sound View Greenport

4.0 star property
8.4 out of 10, Very Good, (493)
"Amazing view. Would stay here again. Breakfast limited but great croissants. "
The price is AED 572
AED 731 total
includes taxes & fees
24 Dec - 25 Dec
Sound View Greenport
Baron's Cove
Exterior

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (199)
"The place was great and maintained very well. Staff always helpful. "
The price is AED 796
AED 999 total
includes taxes & fees
23 Dec - 24 Dec
Baron's Cove
Journey East Hampton
Lobby sitting area

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (121)
"close to amenities. "
The price is AED 744
AED 926 total
includes taxes & fees
1 Jan - 2 January 2025
Journey East Hampton
Madison Beach Hotel
Exterior

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (267)
"Our stay was really enjoyable. The room and beds were very clean, and we were on the 4th floor, which gave us a great view! The corridors were nice and quiet, we were there on 2 weekday nights. The valets were such pleasant guys. Desk staff was great, when we had an issue with our bathtub, they were on it right away. We can only say good things about the Madison Beach and plan to return in 2025."
The price is AED 1,098
AED 1,263 total
includes taxes & fees
22 Dec - 23 Dec
Madison Beach Hotel
Topping Rose House
Exterior

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (120)
"Amazing place. "
The price is AED 1,513
AED 1,740 total
includes taxes & fees
5 Jan - 6 January 2025
Topping Rose House
Copper Beech Inn
Exterior

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (488)
"I wish every B&B owner would take note of this property! Honestly one of the best experiences. From the moment you drive through the area. Such a quaint New England block with beautiful homes. The foyer had a wonderful scent of Fall. Staff was so friendly. The home is tastefully decorated. Our room was beautiful. Room #4. Very comfortable. Tv,AC, sitting area, incredibly comfortable bed/bedding, ample storage, fully equipped bathroom with plenty of hooks (nothing worse than a bathroom...
The price is AED 768
AED 883 total
includes taxes & fees
29 Dec - 30 Dec
Copper Beech Inn
Marram
Pool

Marram

4.0 star property
8.4 out of 10, Very Good, (158)
"room was cozy we enjoyed our time"
Marram
Hero Beach Club
Exterior

Hero Beach Club

4.0 star property
9.0 out of 10, Wonderful, (162)
"Beautiful place to stay! Right next to the beach, it was quiet and had so many nice things to do all around the property. The bed was comfy and the rooms were very nice. "
The price is AED 706
AED 1,162 total
includes taxes & fees
22 Dec - 23 Dec
Hero Beach Club
Canoe Place Inn and Cottages
Exterior

Canoe Place Inn and Cottages

4.0 star property
10.0 out of 10, Exceptional, (36)
"Everything is delightful, love all the thoughtful attention to detail and luxuries so much I’ve decided to extend my stay. "
The price is AED 1,098
AED 1,316 total
includes taxes & fees
22 Dec - 23 Dec
Canoe Place Inn and Cottages
The 1770 House Restaurant & Inn
Garden

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (142)
"An excellent place."
The price is AED 921
AED 1,258 total
includes taxes & fees
22 Dec - 23 Dec
The 1770 House Restaurant & Inn
Montauk Yacht Club
Pool

Montauk Yacht Club

4.0 star property
8.6 out of 10, Excellent, (1000)
"The room was amazing, literally tge most comfortable bed ive ever slept in and the best shower too! The place was pricey but its montauk. The restuarant and other areas were rennovated and are beautiful."
Montauk Yacht Club
Silver Sands Motel & Beach Bungalows
Private kitchen

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (68)
"Absolutely a beautiful place that you will enjoy & want to come back too! Upscale, clean, wonderful food & service!"
The price is AED 735
AED 838 total
includes taxes & fees
22 Dec - 23 Dec
Silver Sands Motel & Beach Bungalows
The Roundtree, Amagansett
Living area

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (85)
"My wife and I stayed a couple nights in October. We felt very pampered. Felix served us up late night snacks with homemade cookies and ice cream! Beautiful and charming hotel with attentive staff."
The price is AED 2,185
AED 2,619 total
includes taxes & fees
22 Dec - 23 Dec
The Roundtree, Amagansett
The Maidstone
Front of property

The Maidstone

4.0 star property
7.8 out of 10, Good, (118)
"Cozy bedroom which made my stay comfortable. Nice, easy going staff. "
The price is AED 1,471
AED 1,679 total
includes taxes & fees
2 Jan - 3 January 2025
The Maidstone
The Rams Head Inn
Exterior

The Rams Head Inn

4.0 star property
8.0 out of 10, Very Good, (17)
"Beautiful views and lovely service "
The Rams Head Inn
434 on Main
Front of property

434 on Main

4.0 star property
10.0 out of 10, Exceptional, (35)
"Great hosts"
434 on Main
The Pridwin Hotel
Front of property

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (57)
"Fantastic property. Rooms are beautifully appointed, decor is super chic and comfortable. Gorgeous views and amenities. Absolutely enjoyed our second stay at The Pridwin!"
The Pridwin Hotel
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (60)
"Beautiful grounds, pool and hot tub! Beautiful breakfast!"
The price is AED 1,551
AED 1,771 total
includes taxes & fees
23 Dec - 24 Dec
East Hampton Art House Bed & Breakfast
The Baker House 1650
Exterior

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
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Shelter Island.
Mill House Inn

Mill House Inn

31 North Main Street, East Hampton, NY
The price is AED 918 per night from Dec 22 to Dec 23
AED 918
AED 1,153 total
includes taxes & fees
22 Dec - 23 Dec
8.8/10 Excellent! (59 reviews)
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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.

  • Search for the lowest price from AED 918

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.