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Shelter Island 4 Stars Hotels

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Check availability on Shelter Island 4 Star Hotels

Tonight
Oct 3 - Oct 4
Tomorrow
Oct 4 - Oct 5
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Shelter Island 4-star hotels

A wooden pathway leading to a beach with a view of the ocean.
A beachfront property with multiple houses, including a large house with a balcony and smaller houses with wooden facades.
An indoor swimming pool with a view of the beach, lounge chairs, and large windows.
A house with a stone wall and a garden with various plants and flowers.

1. Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
Montauk
United States
John
NT$12,426
NT$17,036 total
includes taxes & fees
Nov 3 - Nov 4
Gurney's Montauk Resort & Seawater Spa
A spacious room with wicker furniture, large windows, and a view of the sea.
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 beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.
A beach bar with wooden chairs and a small table, overlooking the sea.

2. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
NT$6,109
NT$7,889 total
includes taxes & fees
Nov 2 - Nov 3
Sound View Greenport
A modern outdoor deck with lounge chairs and a view of the beach.
A modern hotel with multiple balconies and large windows.
A swimming pool with lounge chairs and umbrellas, surrounded by a white building with multiple 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
NT$5,850
NT$8,503 total
includes taxes & fees
Nov 1 - Nov 2
Offshore Montauk
A spacious bar area with a marble countertop, multiple bar stools, and a view of the marina through large windows.
A beach with two sun loungers, a beach umbrella, and a basket.
A marina with boats docked, a grassy area with a tent, and houses in the background.
A marina with numerous boats docked, a swimming pool, and a white building with a tower.

4. Montauk Yacht Club

Montauk Yacht Club
Montauk
United States
Sophie
NT$6,583
NT$11,157 total
includes taxes & fees
Oct 27 - Oct 28
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
NT$13,047
NT$16,397 total
includes taxes & fees
Nov 2 - Nov 3
Faraway Sag Harbor
A beachside patio with lounge chairs, umbrellas, and a wooden building with a balcony overlooking the ocean.
A poolside area with lounge chairs and orange umbrellas, overlooking the ocean.
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.
A room with a large window overlooking a beach, a framed abstract artwork, and a lamp on a table.

6. Marram

Marram
Montauk
United States
NATAVAN
NT$7,886
NT$12,286 total
includes taxes & fees
Oct 25 - Oct 26
Marram
A hotel room with a sofa, a coffee table, a TV, and a framed picture on the wall.
A kitchen with a sink, a coffee maker, a vase with flowers, and a framed picture on the wall.
A bedroom with a bed, bedside lamp, window with view, and a hanging tapestry.
A room with a round table, two white chairs, a potted plant, and a window with curtains.

7. Hotel Corduroy

Hotel Corduroy
Culloden Shores
United States
Heather
NT$6,215
NT$7,740 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Corduroy
Outdoor seating with tables and chairs, a covered area, and a view of the water.
A room with a bed, two wicker chairs with checkered cushions, a small round table with a vase of flowers, and a view of a lake through a window with a bamboo blind.
Outdoor spa tub
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
Keith
NT$10,355
NT$11,831 total
includes taxes & fees
Oct 12 - Oct 13
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 kitchen with a central island, pendant lights, and a view of the outdoors.

9. Journey East Hampton

Journey East Hampton
East Hampton North
United States
NAKUL
NT$7,448
NT$9,360 total
includes taxes & fees
Oct 18 - Oct 19
Journey East Hampton
A spacious bedroom with a large bed, a sitting area with a sofa, a chair, and a small ottoman. There are two windows with curtains, a fireplace, and a flat-screen TV mounted on the wall.
A living room with a sofa, a small table, a vintage refrigerator, and a large window with curtains.
A restaurant with multiple tables set for dining, a bar area, and framed artwork on the walls.
A kitchen with a central island, two wicker chairs, and a bar area with glasses.

10. The Maidstone

The Maidstone
East Hampton
United States
Steven
NT$8,102
NT$9,719 total
includes taxes & fees
Oct 26 - Oct 27
The Maidstone
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.
A modern living room with a sectional sofa, a wooden coffee table, and a large window providing a view of trees.
A modern outdoor seating area with a sofa, cushions, a wooden coffee table with a fire feature, and a decorative wall with geometric patterns.
A dining area with a round table, chairs, a vase, and a painting on the wall.

11. Oyster Estate

Oyster Estate
Greenport
United States
Elizabeth
NT$8,284
NT$10,437 total
includes taxes & fees
Nov 1 - Nov 2
Oyster Estate
A tented area with a pool view, wooden lounge chairs, and a table with a drink and food.
A breakfast buffet with various food items and beverages.
A beach chair with a towel labeled "CANOE PLACE" and a wicker basket with bottles and a container on the sand.
A cozy room with a large window, a sofa, a small table with a tray, and a pair of slippers on the floor.

12. Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
Hampton Bays
United States
Carol
NT$15,134
NT$18,328 total
includes taxes & fees
Oct 20 - Oct 21
Canoe Place Inn and Cottages
A bedroom with two beds, a wooden rocking chair, a small table, and a view of the outdoors.
A two-story building with a pool, outdoor seating, and potted plants.
A spacious living room with a high ceiling, wooden beams, a large sofa, a coffee table, and a dining area with stools.
A beach with white umbrellas arranged in a line.

13. Hero Beach Club

Hero Beach Club
Montauk
United States
Kwok Keet
NT$7,009
NT$9,792 total
includes taxes & fees
Oct 19 - Oct 20
Hero Beach Club
A multi-story hotel with balconies and a beach view.
A grand staircase with a chandelier, a reception desk, and a fireplace.
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
NT$8,955
NT$10,298 total
includes taxes & fees
Nov 1 - Nov 2
Madison Beach Hotel
A deck with outdoor seating, overlooking a body of water with a sunset view.
A beach with rows of white lounge chairs and umbrellas, a wooden table with a drink, and a person walking along the shore.
Room
A restaurant with green booths, wooden chairs, and round tables.

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 area with shelves stocked with various bottles and glasses.
A large, white, two-story building with a covered porch and a bicycle parked in front.
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.

16. Topping Rose House

Topping Rose House
Bridgehampton
United States
Adam
NT$19,929
NT$22,880 total
includes taxes & fees
Oct 4 - Oct 5
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 bar area with a long counter, multiple stools, and a well-stocked bar.
A large, two-story house with a wrap-around porch and a conservatory.

17. Copper Beech Inn

Copper Beech Inn
Ivoryton
United States
Gregg
NT$8,889
NT$10,223 total
includes taxes & fees
Oct 4 - Oct 5
Copper Beech Inn
A beach with waves gently lapping onto the shore.
A house with a gravel driveway, a child holding an adult's hand, and a lamp post.
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.

18. The Roundtree, Amagansett

The Roundtree, Amagansett
Amagansett North
United States
Ryan
NT$18,937
NT$22,718 total
includes taxes & fees
Nov 1 - Nov 2
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 restaurant with wooden beams, tables with white tablecloths, and a bar area.

19. The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
East Hampton
United States
Lisa
NT$14,473
NT$19,785 total
includes taxes & fees
Oct 19 - Oct 20
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 interior with a wooden floor, a ceiling fan, a surfboard, and a counter with various items.
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
NT$13,162
NT$16,857 total
includes taxes & fees
Nov 1 - Nov 2
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
NT$10,355
NT$14,966 total
Oct 12 - Oct 13
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

Sound View Greenport

Sound View Greenport

10/10 Excellent
"We had an excellent stay at Soundview. It was too short. We also enjoyed dinner at the Halyard and brunch on the Saturday. I would highly recommend this hotel."
Ian 1-night trip
Posted 4 hours ago
Sound View Greenport

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 NT$14,966
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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