Four Star Hotels in Shelter Island

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Check availability on Shelter Island 4 Star Hotels

Our top choices for Shelter Island 4-star hotels

Indoor pool, seasonal outdoor pool, pool loungers

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
4.0 star property
Montauk
8.4 out of 10, Very good, (719 reviews)
"Very nice place and atmosphere will definitely be there again "
United States
NASHAT
The price is RM1,125
RM1,543 total
includes taxes & fees
10 Feb - 11 Feb
Gurney's Montauk Resort & Seawater Spa
Exterior

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
Madison Center
9.4 out of 10, Exceptional, (343 reviews)
"The Spa was wonderful and the staff was attentive and helpful. "
United States
Emma
The price is RM994
RM1,143 total
includes taxes & fees
22 Feb - 23 Feb
Madison Beach Hotel
Resort view

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (607 reviews)
"Nice place"
United States
Mateusz
The price is RM544
RM737 total
includes taxes & fees
26 Jan - 27 Jan
Sound View Greenport
2 restaurants, breakfast served

Montauk Yacht Club

Montauk Yacht Club
4.0 star property
Montauk
8.6 out of 10, Excellent, (1,000 reviews)
"Great hotel. Would like to come stay again in the summer."
United States
Stefania
Montauk Yacht Club
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
Hampton Bays
9.8 out of 10, Exceptional, (60 reviews)
"Amazing property. Really enjoyed our stay."
United States
Dave
Canoe Place Inn and Cottages
View from room

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
Hero Beach Club
Courtyard view

Marram

Marram
4.0 star property
Montauk
8.8 out of 10, Excellent, (252 reviews)
"We loved everything about our stay here: the beds are comfortable, the fire pits with the smores are a nice touch, the beach is very nice, the view as well; and the food is amazing. The staff is very helpful and friendly!"
Canada
Charlotte
Marram
View from property

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (162 reviews)
"Amazing stay"
United States
Liana
The price is RM748
RM939 total
includes taxes & fees
2 Feb - 3 Feb
Journey East Hampton
Beach bar

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (144 reviews)
"Everything was excellent, best hotel on the north fork. "
United States
Dan
Silver Sands Motel & Beach Bungalows
Beach nearby, white sand, sun-loungers, beach umbrellas

The Roundtree, Amagansett

The Roundtree, Amagansett
4.5 star property
Amagansett North
10.0 out of 10, Exceptional, (92 reviews)
"Located right in the center of town, the grounds on this property are wonderful with clean and comfortable suites. The staff are engaging and sweet. And the late night cookies are a sweet touch."
United States
adam
The price is RM2,408
RM2,889 total
includes taxes & fees
2 Feb - 3 Feb
The Roundtree, Amagansett
Breakfast and dinner served

Copper Beech Inn

Copper Beech Inn
4.0 star property
Ivoryton
8.6 out of 10, Excellent, (506 reviews)
"Very nice property. Very clean. Staff was very nice - very good breakfast. "
United States
Marilyn
The price is RM1,130
RM1,300 total
includes taxes & fees
5 Feb - 6 Feb
Copper Beech Inn
2 restaurants, American cuisine

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (162 reviews)
"The staff was incredibly genuine and the property felt intimate and comfortable."
United States
Aniya
The price is RM1,195
RM1,634 total
includes taxes & fees
25 Jan - 26 Jan
The 1770 House Restaurant & Inn
Outdoor pool

Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.2 out of 10, Wonderful, (140 reviews)
"Our second home :)"
United States
olivia
The price is RM2,170
RM2,493 total
includes taxes & fees
5 Feb - 6 Feb
Topping Rose House
Property entrance

The Maidstone

The Maidstone
4.0 star property
East Hampton
8.0 out of 10, Very good, (150 reviews)
"We had a wonderful stay "
United States
Sabrina
The price is RM720
RM822 total
includes taxes & fees
29 Jan - 30 Jan
The Maidstone
Terrace/patio

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
Aerial view

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)
"First class outstanding in every way"
United States
Steve
East Hampton Art House Bed & Breakfast
Individually decorated, individually furnished, iron/ironing board

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast
4.0 star property
Old Saybrook Center
9.0 out of 10, Wonderful, (23 reviews)
"My husband and I stayed here for a quick weekend getaway and loved our experience! The location was perfect - located near restaurants, shops, and the beach - and the room was clean and charming. We will definitely be back!"
United States
Rachel
James Pharmacy Bed & Breakfast
Living area

Offshore Residences

Offshore Residences
4.5 star property
Downtown Montauk
The price is RM1,941
RM2,680 total
includes taxes & fees
26 Jan - 27 Jan
Offshore Residences
Exterior

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
Private kitchen

Canoe Place Waterfront Residences

Canoe Place Waterfront Residences
4.0 star property
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is RM5,269
RM6,381 total
includes taxes & fees
29 Jan - 30 Jan
Canoe Place Waterfront Residences
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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 RM1,013 per night from 29 Jan to 30 Jan
RM1,013
RM1,273 total
29 Jan - 30 Jan
includes taxes & fees
8.8/10 Excellent! (77 reviews)
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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.

See all hotels in Shelter Island
Central Park summer

Top Shelter Island Hotel Reviews

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Staying at Gurney's after their many renovations was surprising !! The rooms don't look outdated anymore including the Spa / Pool area - for the price you're paying per night, I appreciated the face lift. Oceanviews from any angle of this hotel site will always be incredible ! "
Etsuko 2-night trip
Posted 10 days ago
Gurney's Montauk Resort & Seawater Spa
Sound View Greenport

Sound View Greenport

10/10 Excellent
"Amazing room and view from the room was perfect! "
Gregory 1-night trip
Posted 2 weeks ago
Sound View Greenport

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 RM1,273

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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