Four Star Hotels in Shelter Island

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Our top choices for Shelter Island 4-star hotels

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
4.0 star property
Montauk
8.4 out of 10, Very good, (736 reviews)
"Room was spotless, staff were great and the resort is top notch!!"
United States
Carrie
The price is RM1,510
RM2,070 total
includes taxes & fees
12 Mar - 13 Mar
Gurney's Montauk Resort & Seawater Spa

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (618 reviews)
"Nice place"
United States
Mateusz
The price is RM604
RM803 total
includes taxes & fees
25 Mar - 26 Mar
Sound View Greenport

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
Madison Center
9.4 out of 10, Exceptional, (347 reviews)
"Staff and hotel are lovely "
United States
Steven
The price is RM871
RM1,001 total
includes taxes & fees
31 Mar - 1 Apr
Madison Beach Hotel

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (164 reviews)
"Amazing stay"
United States
Liana
The price is RM688
RM865 total
includes taxes & fees
29 Mar - 30 Mar
Journey East Hampton

The Maidstone

The Maidstone
4.0 star property
East Hampton
8.0 out of 10, Very good, (151 reviews)
"We had a wonderful stay "
United States
Sabrina
The price is RM1,037
RM1,185 total
includes taxes & fees
15 Mar - 16 Mar
The Maidstone

Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.2 out of 10, Wonderful, (143 reviews)
"Our second home :)"
United States
olivia
The price is RM2,114
RM2,429 total
includes taxes & fees
11 Mar - 12 Mar
Topping Rose House

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (146 reviews)
"Everything was excellent, best hotel on the north fork. "
United States
Dan
Silver Sands Motel & Beach Bungalows

Hero Beach Club

Hero Beach Club
4.0 star property
Montauk
9.0 out of 10, Wonderful, (203 reviews)
"Great weekend trip "
United States
Timothy
The price is RM735
RM1,241 total
includes taxes & fees
5 Apr - 6 Apr
Hero Beach Club

Montauk Yacht Club

Montauk Yacht Club
4.0 star property
Montauk
8.6 out of 10, Excellent, (1,000 reviews)
"Wonderful hotel and location "
United States
FIONA
Montauk Yacht Club

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (162 reviews)
"Wonderful Inn & staff…The restaurant is also excellent! "
United States
Anthony
The price is RM1,048
RM1,433 total
includes taxes & fees
11 Mar - 12 Mar
The 1770 House Restaurant & Inn

The Roundtree, Amagansett

The Roundtree, Amagansett
4.5 star property
Amagansett North
10.0 out of 10, Exceptional, (93 reviews)
"Fantastic hotel, great location."
United States
Tunca
The price is RM2,347
RM2,815 total
includes taxes & fees
11 Mar - 12 Mar
The Roundtree, Amagansett

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (84 reviews)
"Overall the places is nice, clean and great views"
United States
Dianne
The Pridwin Hotel

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast
4.0 star property
Old Saybrook Center
9.0 out of 10, Wonderful, (23 reviews)
"Cute B&B, very nice room, check-in worked well"
United States
Isolde
The price is RM1,193
RM1,324 total
includes taxes & fees
1 Apr - 2 Apr
James Pharmacy Bed & Breakfast

Copper Beech Inn

Copper Beech Inn
4.0 star property
Ivoryton
8.6 out of 10, Excellent, (509 reviews)
"Very nice property. Very clean. Staff was very nice - very good breakfast. "
United States
Marilyn
The price is RM1,101
RM1,267 total
includes taxes & fees
11 Mar - 12 Mar
Copper Beech Inn

Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
4.0 star property
Hampton Bays
9.8 out of 10, Exceptional, (62 reviews)
"Wonderful stay! "
United States
Lindsay
Canoe Place Inn and Cottages

Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (292 reviews)
"Great location in the heart of town Walk to everything Amazing breakfast too "
United States
Michael
Faraway Sag Harbor

Offshore Residences

Offshore Residences
4.5 star property
Downtown Montauk
10.0 out of 10, Exceptional, (1 review)
The price is RM1,891
RM2,612 total
includes taxes & fees
11 Mar - 12 Mar
Offshore Residences

Canoe Place Waterfront Residences

Canoe Place Waterfront Residences
4.0 star property
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
Canoe Place Waterfront Residences

The Rams Head Inn

The Rams Head Inn
4.0 star property
Shelter Island Heights
7.6 out of 10, Good, (18 reviews)
"Beautiful views and lovely service "
United States
Lana
The Rams Head Inn

East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
4.0 star property
Clearwater Beach
9.6 out of 10, Exceptional, (65 reviews)
"The hosts were really nice and the breakfast is excellent!"
United States
IVAN
East Hampton Art House Bed & Breakfast
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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.

Central Park summer

Top Shelter Island Hotel Reviews

Find out more about Shelter Island

Take Your Pick of 4 Star Hotels in Shelter Island

The get-go of any holiday starts with choosing a great spot. Shelter Island has been a popular destination with guests because it offers so much to do and see. But, "location, location, location" applies to more than just what city where your plane lands. Now that you have a feel for the town, it's time you to get to know your new digs.

Accommodations as Picturesque as Shelter Island

Search Expedia.com.sg for the right 4 Star Shelter Island Hotel to suit your fancy. Plenty of these people wrote tips to help you select the accommodation that is the right fit for your holiday.You'll be more than glad to get back to your resort every night. Shelter Island has dozens of good options in the 4-star hotel range that create the ideal getaway.

A stay at one of these lodgings ensure that whether you are just relaxing after a day of checking out Shelter Island or you are ready to lie down for the night, you'll be as comfortable as possible. You won't go without a thing during your stay at one of these accommodations. Visitors have consistently given them high marks for their attentive service. It's no surprise that loads of guests recommend it.

Reserve a 4-Star Hotel in Shelter Island Today!

Your trip to Shelter Island should be one that you'll reminisce over for years to come, and booking a 4-star hotel will help create memories that are incredible. Make sure to make a reservation soon. With so few hotels, and plenty of people desiring to vacation in Shelter Island, you may miss out on your perfect hotel.

Frequently asked questions

What are the best 4-star hotels in Shelter Island?
Make unforgettable memories in Shelter Island at Topping Rose House. A favourite 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 RM803

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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