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Find 4 Star Hotels in Shelter Island, NY from SAR 548

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

Montauk Yacht Club
Pool
Montauk Yacht Club
4.0 star property
8.4 out of 10, Very Good, (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
Gurney's Montauk Resort & Seawater Spa
Room
Gurney's Montauk Resort & Seawater Spa
4.0 star property
8.2 out of 10, Very Good, (603)
"The staff was very friendly and the receptionist upgraded our room since the hotel was not as busy and it was wonderful. "
The price is SAR 1,390
SAR 1,895 total
includes taxes & fees
5 Dec - 6 Dec
Gurney's Montauk Resort & Seawater Spa
Baron's Cove
Exterior
Baron's Cove
4.0 star property
9.0 out of 10, Wonderful, (195)
"What’s not to like. Romantic but saw many families too. Close to restaurants and shopping. Staff were some of the nicest and professional people we’ve ever met. They really made our stay quite special. Restaurant with fireplace. Great bar and outdoor patio with heaters and fire pits. Bike riding, beach lots of fun. "
The price is SAR 860
SAR 1,078 total
includes taxes & fees
1 Dec - 2 Dec
Baron's Cove
Sound View Greenport
Poolside bar
Sound View Greenport
4.0 star property
8.4 out of 10, Very Good, (484)
"Restaurant was horrible, other wise not an bad experience "
The price is SAR 591
SAR 747 total
includes taxes & fees
2 Dec - 3 Dec
Sound View Greenport
Journey East Hampton
Lobby sitting area
Journey East Hampton
4.0 star property
9.0 out of 10, Wonderful, (118)
"Stylish with great amenities! "
The price is SAR 948
SAR 1,180 total
includes taxes & fees
17 Nov - 18 Nov
Journey East Hampton
Marram
Pool
Marram
4.0 star property
8.4 out of 10, Very Good, (156)
"Staff was very very friendly and helpful. The amenities.Were nice. But please put a TV in the rooms. Thank you. 😊 ❤️"
The price is SAR 794
SAR 1,606 total
includes taxes & fees
28 Nov - 29 Nov
Marram
Madison Beach Hotel
Exterior
Madison Beach Hotel
4.0 star property
9.4 out of 10, Exceptional, (261)
"First time staying at this property it will definitely make a return."
The price is SAR 981
SAR 1,112 total
includes taxes & fees
3 Dec - 4 Dec
Madison Beach Hotel
Copper Beech Inn
Exterior
Copper Beech Inn
4.0 star property
8.6 out of 10, Excellent, (486)
"Our room was spacious, clean and our dinner was wonderful. It turned out to be a great find and we look forward to returning. "
The price is SAR 785
SAR 903 total
includes taxes & fees
18 Nov - 19 Nov
Copper Beech Inn
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 SAR 548
SAR 1,059 total
includes taxes & fees
15 Dec - 16 Dec
Hero Beach Club
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
Silver Sands Motel & Beach Bungalows
Beach
Silver Sands Motel & Beach Bungalows
4.0 star property
9.8 out of 10, Exceptional, (67)
"Absolutely a beautiful place that you will enjoy & want to come back too! Upscale, clean, wonderful food & service!"
The price is SAR 930
SAR 1,052 total
includes taxes & fees
26 Nov - 27 Nov
Silver Sands Motel & Beach Bungalows
Canoe Place Inn and Cottages
Exterior
Canoe Place Inn and Cottages
4.0 star property
10.0 out of 10, Exceptional, (35)
"This is a special hotel. Had room on 3rd floor with king bed and nooks. Very special and large. Photos don’t do it justice. "
The price is SAR 1,454
SAR 1,728 total
includes taxes & fees
18 Nov - 19 Nov
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, (141)
"Wonderful staff. Charming property. Conveniently located, walkable distance to the town center."
The price is SAR 1,033
SAR 1,411 total
includes taxes & fees
26 Nov - 27 Nov
The 1770 House Restaurant & Inn
Topping Rose House
Exterior
Topping Rose House
4.5 star property
9.2 out of 10, Wonderful, (119)
"Amazing place. "
The price is SAR 1,408
SAR 1,621 total
includes taxes & fees
19 Nov - 20 Nov
Topping Rose House
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 SAR 1,504
SAR 1,717 total
includes taxes & fees
1 Dec - 2 Dec
The Maidstone
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 SAR 2,235
SAR 2,648 total
includes taxes & fees
17 Nov - 18 Nov
The Roundtree, Amagansett
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
James Pharmacy Bed & Breakfast
Room
James Pharmacy Bed & Breakfast
4.0 star property
9.6 out of 10, Exceptional, (14)
"We loved staying in the historic pharmacy. We stayed in the Ann Petry room and it is well appointed, clean and charming. The property sits on the town's main street and is very walkable to shopping and dining. We look forward to our next stay. "
The price is SAR 1,135
SAR 1,688 total
includes taxes & fees
17 Nov - 18 Nov
James Pharmacy Bed & Breakfast
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 SAR 1,586
SAR 1,810 total
includes taxes & fees
18 Nov - 19 Nov
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 SAR 939 per night from Dec 1 to Dec 2
SAR 939
SAR 1,072 total
includes taxes & fees
1 Dec - 2 Dec
8.8/10 Excellent! (58 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.

Frequently asked questions

What are the best 4-star hotels in Shelter Island?
Make unforgettable memories in Shelter Island at Topping Rose House. A favorite with Expedia customers, this 4-star hotel offers loads of conveniences for a relaxing and comfortable stay.
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 SAR 939

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?
Enjoy a relaxing vacation experience where almost everything is included in the one upfront price by using our “All inclusive” filter. Keeping to your budget is a cinch when your room, food and many activities are already taken care of. Eager for more ideas? Check out the great deals on Expedia’s standard 4-star stays in and around Shelter Island.