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Four Star Hotels in Shelter Island

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Check availability on Shelter Island 4 Star Hotels

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Shelter Island 4-star hotels

A wooden pathway leading to a beach with a view of the ocean.
A house with a stone wall and a garden with various plants and flowers.
An indoor swimming pool with a view of the beach, lounge chairs, and large windows.
A modern living room with a sofa, a chair, a coffee table, and a view of the sea.

1. Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
Montauk
United States
John
RM1,607
RM2,203 total
includes taxes & fees
30 Sept - 1 Oct
Gurney's Montauk Resort & Seawater Spa
A spacious room with wicker furniture, large windows, and a view of the sea.
A coastal building with large windows, a deck, and a view of the sea at sunset.
A spacious room with large windows, a wooden bench, yoga mats, and a door leading to a balcony with a view of the sea.
A coastal building with a deck extending over the water, featuring large windows and a dining area.

2. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
RM1,023
RM1,285 total
includes taxes & fees
25 Oct - 26 Oct
Sound View Greenport
A modern outdoor deck with lounge chairs and a view of the beach.
A room with a large window overlooking a natural landscape, a flat-screen TV mounted on the wall, and a wooden bench.
A modern hotel with multiple balconies and large windows.
A hotel room with two beds, a flat-screen TV, a ceiling fan, and a large sliding glass door leading to an outdoor area.

3. Offshore Montauk

Offshore Montauk
Montauk
United States
Jaime
RM658
RM985 total
includes taxes & fees
28 Sept - 29 Sept
Offshore Montauk
A spacious bar area with a marble countertop, multiple bar stools, and a view of the marina through large windows.
A marina with boats docked, a grassy area with a tent, and houses in the background.
A deck with wicker chairs and a table, overlooking a beach with umbrellas and lounge chairs.
A beach with two sun loungers, a beach umbrella, and a basket.

4. Montauk Yacht Club

Montauk Yacht Club
Montauk
United States
Sophie
RM863
RM1,452 total
includes taxes & fees
20 Oct - 21 Oct
Montauk Yacht Club
A pool area with umbrellas, potted plants, and a pathway leading to a building.
A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.
A cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.
A spacious living room with a fireplace, comfortable seating, and large windows.

5. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Miguel
RM1,726
RM2,169 total
includes taxes & fees
5 Oct - 6 Oct
Faraway Sag Harbor
A beachside patio with lounge chairs, umbrellas, and a wooden building with a balcony overlooking the ocean.
A room with a large window overlooking a beach, a framed abstract artwork, and a lamp on a table.
A wooden building with a beach view, a wooden deck, and a sandy path leading to the beach.
A hotel room with a large sliding glass door leading to an outdoor seating area, a bed with white bedding, a desk with a lamp, and a hanging light fixture.

6. Marram

Marram
Montauk
United States
NATAVAN
RM942
RM1,496 total
includes taxes & fees
12 Oct - 13 Oct
Marram
A hotel room with a sofa, a coffee table, a TV, and a framed picture on the wall.
A living room with a sofa, a wooden cabinet, a television, and a framed picture on the wall.
A room with a round table, two white chairs, a potted plant, and a window with curtains.
A bedroom with a bed, bedside lamp, window with view, and a hanging tapestry.

7. Hotel Corduroy

Hotel Corduroy
Culloden Shores
United States
Heather
RM827
RM1,030 total
includes taxes & fees
14 Oct - 15 Oct
Hotel Corduroy
A seaside dining area with tables, chairs, and umbrellas, overlooking a body of water.
A beach with sun loungers and umbrellas, a sandy path, and a view of the water.
A grassy area with trees and a view of a body of water.

8. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Sarah
RM1,326
RM1,515 total
includes taxes & fees
18 Oct - 19 Oct
Silver Sands Motel & Beach Bungalows
A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.
A pool area with lounge chairs and an umbrella, surrounded by lush greenery.
A living room with a fireplace, two sofas, a coffee table, and a chair.
A modern room with a blue accent wall, a sofa, a chair, a bed, and a small table with decorative items.

9. Journey East Hampton

Journey East Hampton
East Hampton North
United States
NAKUL
RM1,023
RM1,286 total
includes taxes & fees
18 Oct - 19 Oct
Journey East Hampton
A two-story building with a porch and a flagpole.
A restaurant with multiple tables set for dining, a bar area, and framed artwork on the walls.
A hotel interior with a long corridor, seating areas, and a reception desk.

10. The Maidstone

The Maidstone
East Hampton
United States
Steven
RM1,116
RM1,339 total
includes taxes & fees
25 Oct - 26 Oct
The Maidstone
A cozy interior with a bar area, seating, and a fireplace.
A poolside area with lounge chairs and yellow umbrellas.
A bedroom with a large bed, bedside tables, a window with curtains, and wooden shelving with various items.
A modern outdoor seating area with a sofa, cushions, a wooden coffee table with a fire feature, and a decorative wall with geometric patterns.

11. Oyster Estate

Oyster Estate
Greenport
United States
Elizabeth
RM1,289
RM1,624 total
includes taxes & fees
5 Oct - 6 Oct
Oyster Estate
A tented area with a pool view, wooden lounge chairs, and a table with a drink and food.
A cozy room with a large window, a sofa, a small table with a tray, and a pair of slippers on the floor.
A person riding a bicycle under a striped awning with a logo, in front of a building with large windows and a white facade.
A breakfast buffet with various food items and beverages.

12. Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
Hampton Bays
United States
Carol
RM1,938
RM2,347 total
includes taxes & fees
6 Oct - 7 Oct
Canoe Place Inn and Cottages
A bedroom with two beds, a wooden rocking chair, a small table, and a view of the outdoors.
A beach with white umbrellas arranged in a line.
A spacious living room with a high ceiling, wooden beams, a large sofa, a coffee table, and a dining area with stools.
A two-story building with a pool, outdoor seating, and potted plants.

13. Hero Beach Club

Hero Beach Club
Montauk
United States
Kwok Keet
RM881
RM1,235 total
includes taxes & fees
28 Sept - 29 Sept
Hero Beach Club
A multi-story hotel with balconies and a beach view.
A grand spiral staircase with a chandelier, a round table with chairs, and a blue sofa in a spacious lobby area.
A covered porch with a view of the ocean, a wicker chair, and a small table.
A coastal hotel with a pier, beach, and boats.

14. Madison Beach Hotel

Madison Beach Hotel
Madison Center
United States
Michael
RM1,395
RM1,604 total
includes taxes & fees
20 Oct - 21 Oct
Madison Beach Hotel
A deck with outdoor seating, overlooking a body of water with a sunset view.
A restaurant with green booths, wooden chairs, and round tables.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a view of the sea.
A beach with rows of white lounge chairs and umbrellas, a wooden table with a drink, and a person walking along the shore.

15. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
United States
Ann
The Pridwin Hotel
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.
A bar setting with a bartender and a customer. The bar has shelves with various bottles and glasses. There is a cushioned bench in the foreground.
A large, white, two-story building with a covered porch and a bicycle parked in front.
A bar area with shelves stocked with various bottles and glasses.

16. Topping Rose House

Topping Rose House
Bridgehampton
United States
Adam
RM2,552
RM2,930 total
includes taxes & fees
7 Oct - 8 Oct
Topping Rose House
A conservatory with a glass ceiling, wooden furniture, and large windows offering a view of the garden.
A hallway with a mirrored closet door, a wooden chair, and a vanity with a mirror and shelves.
A spacious room with a large bed, a staircase, and a door leading to another room.
A large, two-story house with a wrap-around porch and a conservatory.

17. Copper Beech Inn

Copper Beech Inn
Ivoryton
United States
Gregg
RM1,138
RM1,309 total
includes taxes & fees
28 Sept - 29 Sept
Copper Beech Inn
A beach with waves gently lapping onto the shore.
A modern bedroom with a bed, a desk with a chair, a television, and a large mirror.
A patio with four wicker chairs arranged around a round table with a fire pit in the center, set in a grassy outdoor area with trees and a fence in the background.
A house with a gravel driveway, a child holding an adult's hand, and a lamp post.

18. The Roundtree, Amagansett

The Roundtree, Amagansett
Amagansett North
United States
Ryan
RM2,833
RM3,398 total
includes taxes & fees
1 Oct - 2 Oct
The Roundtree, Amagansett
An outdoor dining area with trees and tables under string lights.
A white house with a sign reading "The 1770 House Restaurant & Inn."
A garden pathway leading to a white picket fence and a building with an American flag.
A living room with a fireplace, a television mounted above it, and a dining area in the background.

19. The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
East Hampton
United States
Lisa
RM1,853
RM2,534 total
includes taxes & fees
19 Oct - 20 Oct
The 1770 House Restaurant & Inn
A modern living room with a sofa, a coffee table, and a view of the outdoors through large glass doors.
A modern kitchen with a light blue countertop, three wooden stools, and a framed artwork on the wall.
A bedroom with a large window, a bed with beige bedding, and a view of greenery outside.
A modern living room with a sofa, coffee table, and bar stools.

20. Offshore Spa & Residences

Offshore Spa & Residences
Downtown Montauk
United States
Iryna
RM2,273
RM2,830 total
includes taxes & fees
20 Oct - 21 Oct
Offshore Spa & 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
RM1,326
RM1,917 total
12 Oct - 13 Oct
includes taxes & fees
Mill House Inn
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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
A coastal landscape with a lake, dense greenery, and a sunset sky.

Top Shelter Island Hotel Reviews

Hotel Corduroy

Hotel Corduroy

10/10 Excellent
"Loved this hotel. Super clean, cute, comfy rooms. Loved the yard with the couches and fire pits. Would definitely come again."
Heather 2-night trip
Posted 4 days ago
Hotel Corduroy

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 RM1,917
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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