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Find 4 Star Hotels in Shelter Island, NY from AED 755

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Check availability on Shelter Island 4 Star Hotels

Tonight
4 Nov - 5 Nov
Tomorrow
5 Nov - 6 Nov
This weekend
7 Nov - 9 Nov
Next weekend
14 Nov - 16 Nov

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

Outdoor wedding area
Gurney's Montauk Resort & Seawater Spa
Gurney's Montauk Resort & Seawater Spa
4.0 star property
8.2 out of 10, Very Good, (682)
"Great All around - Would strongly recommend"
United States
Kazimierz
The price is AED 1,091
AED 1,489 total
includes taxes & fees
1 Dec - 2 Dec
Gurney's Montauk Resort & Seawater Spa
Seasonal outdoor pool, pool umbrellas, sun loungers
Sound View Greenport
Sound View Greenport
4.0 star property
8.6 out of 10, Excellent, (585)
"Beautiful Long Island Sound and sunset views."
United States
Stuart
The price is AED 503
AED 755 total
includes taxes & fees
20 Nov - 21 Nov
Sound View Greenport
Seasonal outdoor pool, pool umbrellas, sun loungers
Marram
Marram
4.0 star property
8.8 out of 10, Excellent, (244)
"-"
United States
Steven
The price is AED 729
AED 1,168 total
includes taxes & fees
17 Nov - 18 Nov
Marram
Indoor pool, 2 outdoor pools
Montauk Yacht Club
Montauk Yacht Club
4.0 star property
8.6 out of 10, Excellent, (1007)
"Great hotel. Would like to come stay again in the summer."
United States
Stefania
Montauk Yacht Club
Exterior
Madison Beach Hotel
Madison Beach Hotel
4.0 star property
9.4 out of 10, Exceptional, (327)
"Great stay!! "
United States
Michelle
The price is AED 901
AED 1,036 total
includes taxes & fees
13 Nov - 14 Nov
Madison Beach Hotel
View from room
Hero Beach Club
Hero Beach Club
4.0 star property
9.0 out of 10, Wonderful, (197)
"It was conveniently located and we got some very good tips for dining."
United States
Hannelore
The price is AED 561
AED 998 total
includes taxes & fees
30 Nov - 1 Dec
Hero Beach Club
Exterior
Journey East Hampton
Journey East Hampton
4.0 star property
9.0 out of 10, Wonderful, (155)
"Very friendly and accomodating. Food options next door and down the road."
United States
Shalimar
Journey East Hampton
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Canoe Place Inn and Cottages
Canoe Place Inn and Cottages
4.0 star property
9.8 out of 10, Exceptional, (59)
"The staff were super nice and accommodating. This place beautiful & clean. Really enjoyed our stay. "
United States
Michael
Canoe Place Inn and Cottages
Restaurant
Faraway Sag Harbor
Faraway Sag Harbor
4.0 star property
9.0 out of 10, Wonderful, (292)
"Excellent Hospitality and the food is awesome "
United States
Ravendra
Faraway Sag Harbor
Seasonal outdoor pool, pool umbrellas, sun loungers
The Pridwin Hotel
The Pridwin Hotel
4.0 star property
9.6 out of 10, Exceptional, (83)
"Overall the places is nice, clean and great views"
United States
Dianne
The Pridwin Hotel
Beach bar
Silver Sands Motel & Beach Bungalows
Silver Sands Motel & Beach Bungalows
4.0 star property
9.8 out of 10, Exceptional, (137)
"amazing stay, very quaint and relaxing "
United States
rebecca
Silver Sands Motel & Beach Bungalows
Beach nearby, white sand, sun loungers, beach umbrellas
The Roundtree, Amagansett
The Roundtree, Amagansett
4.5 star property
9.8 out of 10, Exceptional, (89)
"Perfect place- great amenities- beautiful room!"
United States
DENISE
The price is AED 2,550
AED 3,059 total
includes taxes & fees
6 Nov - 7 Nov
The Roundtree, Amagansett
Breakfast and dinner served
Copper Beech Inn
Copper Beech Inn
4.0 star property
8.6 out of 10, Excellent, (506)
"Had a fantastic room 324 in the newer building.. Breakfast was delicious and service terrific.."
United States
Anita
The price is AED 1,025
AED 1,178 total
includes taxes & fees
1 Dec - 2 Dec
Copper Beech Inn
Outdoor pool
Topping Rose House
Topping Rose House
4.5 star property
9.2 out of 10, Wonderful, (135)
"Great rooms, staff and food"
United Kingdom
Alexandra
The price is AED 2,929
AED 3,359 total
includes taxes & fees
6 Nov - 7 Nov
Topping Rose House
Front of property - evening/night
The Maidstone
The Maidstone
4.0 star property
8.0 out of 10, Very Good, (150)
"Excellent stay!"
United States
Amira
The price is AED 1,953
AED 2,231 total
includes taxes & fees
12 Nov - 13 Nov
The Maidstone
Miss Anna James Room | Individually decorated, individually furnished, iron/ironing board
James Pharmacy Bed & Breakfast
James Pharmacy Bed & Breakfast
4.0 star property
9.2 out of 10, Wonderful, (20)
"Beautiful property in a great location, convenient to everything.Our room was clean and comfortable."
United States
Ray
The price is AED 1,109
AED 1,232 total
includes taxes & fees
10 Nov - 11 Nov
James Pharmacy Bed & Breakfast
Garden
The 1770 House Restaurant & Inn
The 1770 House Restaurant & Inn
4.0 star property
9.8 out of 10, Exceptional, (159)
"Wonderful Inn & staff…The restaurant is also excellent! "
United States
Anthony
The price is AED 1,074
AED 1,469 total
includes taxes & fees
9 Nov - 10 Nov
The 1770 House Restaurant & Inn
One Bedroom Condo King with Ocean view | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu
Offshore Residences
Offshore Residences
4.5 star property
The price is AED 1,759
AED 2,430 total
includes taxes & fees
3 Dec - 4 Dec
Offshore Residences
Front of property
Canoe Place Waterfront Residences
Canoe Place Waterfront Residences
4.0 star property
10.0 out of 10, Exceptional, (1)
The price is AED 7,328
AED 8,874 total
includes taxes & fees
23 Nov - 24 Nov
Canoe Place Waterfront Residences
Fridge, microwave, oven, stovetop
Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard
Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard
4.0 star property
10.0 out of 10, Exceptional, (11)
"We spent an awesome week at Ray’s house. The pictures were completely accurate and it was so easy to communicate with Ray (and his helpful assistant). Super comfortable beds and great linens. We were traveling with 3 young kids and he went above and beyond - put up a fence around the pool, had a travel crib, high chair and some silicone plates/cups. The location was great. An easy walk to town and the bay beach. Makes a huge difference during high season with all the traffic. Would definitely...
United States
Jessica T.
Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard
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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 1,102 per night from Dec 1 to Dec 2
AED 1,102
AED 1,385 total
1 Dec - 2 Dec
includes taxes & fees
9/10 Wonderful! (70 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

Sound View Greenport

Sound View Greenport

10/10 Excellent
"We love the Sound View. We stay every year for a girls’ weekend. Rooms are great with a beautiful view. One thing the rooms could use are a standing closet for your clothes. Otherwise, it’s lovely."
Nicole 1-night trip
Posted 1 day ago
Sound View Greenport

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 1,385

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.

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