A pebbled beach with a sunset and a distant bridge.

Shelter Island Heights 4 Stars Hotels

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Check availability on Shelter Island Heights 4 Star Hotels

Tonight
Oct 22 - Oct 23
Tomorrow
Oct 23 - Oct 24
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Shelter Island Heights 4-star hotels

A wooden pathway leading to a beach with a view of the ocean.
A modern living room with a sofa, a chair, a coffee table, and a view of the sea.
A beachfront property with multiple houses, including a large house with a balcony and smaller houses with wooden facades.
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
Amanda
NT$11,836
NT$16,227 total
includes taxes & fees
Nov 10 - Nov 11
Gurney's Montauk Resort & Seawater Spa
A spacious room with wicker furniture, large windows, and a view of the sea.
A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.
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.

2. Sound View Greenport

Sound View Greenport
Greenport
United States
Christine
NT$5,618
NT$7,345 total
includes taxes & fees
Nov 22 - Nov 23
Sound View Greenport
A spacious bar area with a marble countertop, multiple bar stools, and a view of the marina through large windows.
A marina with numerous boats docked, a swimming pool, and a white building with a tower.
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.

3. Montauk Yacht Club

Montauk Yacht Club
Montauk
United States
Trevor
NT$7,663
NT$12,480 total
includes taxes & fees
Oct 26 - Oct 27
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 spacious living room with a fireplace, comfortable seating, and large windows.
A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.

4. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Thomas
NT$11,382
NT$14,304 total
includes taxes & fees
Nov 22 - Nov 23
Faraway Sag Harbor
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 room with a large window overlooking a natural landscape, a flat-screen TV mounted on the wall, and a wooden bench.

5. Offshore Montauk

Offshore Montauk
Montauk
United States
Mary
NT$4,494
NT$6,987 total
includes taxes & fees
Nov 4 - Nov 5
Offshore Montauk
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 room with a large window overlooking a beach, a framed abstract artwork, and a lamp on a table.
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
paul
NT$6,566
NT$10,837 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
Emily
NT$6,858
NT$8,541 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Corduroy
A lakeside patio with outdoor seating and a view of the 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.
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.

8. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Keith
NT$9,080
NT$10,373 total
includes taxes & fees
Nov 5 - Nov 6
Silver Sands Motel & Beach Bungalows
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.
A wooden wall with a wall-mounted lamp, a shelf with decorative items, and a bedside table with a pillow.
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 modern living room with a sectional sofa, a wooden coffee table, and a large window providing a view of trees.

9. Oyster Estate

Oyster Estate
Greenport
United States
Allison
NT$7,296
NT$9,193 total
includes taxes & fees
Oct 25 - Oct 26
Oyster Estate
A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.
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.
A modern room with a blue accent wall, a sofa, a chair, a bed, and a small table with decorative items.

10. Journey East Hampton

Journey East Hampton
East Hampton North
United States
Erika
NT$7,734
NT$9,720 total
includes taxes & fees
Nov 4 - Nov 5
Journey East Hampton
A multi-story hotel with balconies and a beach view.
A grand staircase with a chandelier, a seating area with chairs and a table, and a sign indicating the location.
A large hotel with multiple balconies and a beach area with sun loungers and umbrellas.
A grand staircase with a chandelier, a reception desk, and a fireplace.

11. Madison Beach Hotel

Madison Beach Hotel
Madison Center
United States
Eileen
NT$8,539
NT$9,819 total
includes taxes & fees
Nov 22 - Nov 23
Madison Beach Hotel
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 kitchen with a wooden countertop, three bar stools, a hanging light fixture, and a window with a view.
A beach with white umbrellas arranged in a line.

12. Hero Beach Club

Hero Beach Club
Montauk
United States
Kevin
NT$6,412
NT$9,141 total
includes taxes & fees
Nov 22 - Nov 23
Hero Beach Club
A dining area with a table set for two, a wine bottle, and two wine glasses. There are wicker chairs, a bookshelf with various bottles, and a chandelier.
A two-story building with a porch and a flagpole.
Room
A hotel room with a large bed, a window with curtains, a small table with chairs, and an air conditioning unit on the wall.

13. The Maidstone

The Maidstone
East Hampton
United States
Steven
NT$6,826
NT$8,189 total
includes taxes & fees
Nov 1 - Nov 2
The Maidstone
A tented area with a pool view, wooden lounge chairs, and a table with a drink and food.
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 cozy room with a large window, a sofa, a small table with a tray, and a pair of slippers on the floor.
A beach chair with a towel labeled "CANOE PLACE" and a wicker basket with bottles and a container on the sand.

14. Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
Hampton Bays
Canada
Corrado
NT$15,403
NT$18,654 total
includes taxes & fees
Oct 26 - Oct 27
Canoe Place Inn and Cottages
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.
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.
A modern hotel room with a bed, bedside table, and a view of the garden.

15. Topping Rose House

Topping Rose House
Bridgehampton
United States
Adam
NT$20,283
NT$23,287 total
includes taxes & fees
Oct 25 - Oct 26
Topping Rose House
A conservatory with a glass ceiling, wooden furniture, and large windows offering a view of the garden.
A spacious room with a large bed, a staircase, and a door leading to another room.
A hallway with a mirrored closet door, a wooden chair, and a vanity with a mirror and shelves.
A large, two-story house with a wrap-around porch and a conservatory.

16. Copper Beech Inn

Copper Beech Inn
Ivoryton
United States
Gregg
NT$9,047
NT$10,404 total
includes taxes & fees
Oct 25 - Oct 26
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.

17. The Roundtree, Amagansett

The Roundtree, Amagansett
Amagansett North
United States
Dwight
NT$19,274
NT$23,121 total
includes taxes & fees
Nov 1 - Nov 2
The Roundtree, Amagansett
An outdoor dining area with trees and tables under string lights.
A garden pathway leading to a white picket fence and a building with an American flag.
A white house with a sign reading "The 1770 House Restaurant & Inn."
A restaurant with wooden beams, tables with white tablecloths, and a bar area.

18. The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
East Hampton
United States
Lisa
NT$13,052
NT$17,843 total
includes taxes & fees
Nov 1 - Nov 2
The 1770 House Restaurant & Inn
A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.
A sliding glass door leading to an outdoor area with a pool and a wooden deck.
A beach with a lifeguard tower, a few people sitting on chairs, and a white umbrella.
A large, modern house with a swimming pool, surrounded by lush greenery and trees.

19. East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
Clearwater Beach
United States
IVAN
NT$14,667
NT$16,757 total
includes taxes & fees
Nov 3 - Nov 4
East Hampton Art House Bed & Breakfast
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.

20. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
United States
Ann
The Pridwin Hotel
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Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Shelter Island Heights.
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NT$15,232 total
Nov 1 - Nov 2
includes taxes & fees
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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 Heights

Victorian homes line the streets of this charming hamlet where you can rent bikes to explore the island's quiet beaches. Reserve a table at one of the waterfront restaurants for sunset views or take the short ferry to Greenport for more dining options.

See all hotels in Shelter Island Heights
A pebbled beach with a sunset and a distant bridge.

Top Shelter Island Heights Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Shelter Island Heights?
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What's the difference between 5-star and 4-star hotels in Shelter Island Heights?
If you decide to spend your vacation at a 4-star hotel in Shelter Island Heights, you'll typically find loads of conveniences to make sure you're comfortable, such as a pool, restaurant and gym. You can enjoy top-quality service and upmarket surroundings. Choose a 5-star hotel and you'll have access to a few more bells and whistles — think concierge assistance, on-site spas and indulgent turndown services. You're likely to get more amenities and exclusive services at a 5-star retreat, though both are terrific options for luxury travelers.
Does Shelter Island Heights have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to find your next dream escape in Shelter Island Heights where everything is taken care of, from your accommodations to your food, activities and entertainment. We can also help you find standard 4-star stays in and around this leading destination.

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