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Shelter Island 4 Stars Hotels

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Check availability on Shelter Island 4 Star Hotels

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22

Our top choices for Shelter Island 4-star hotels

A wooden pathway leading to a beach with a view of the ocean.

1. Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
4.0 star property
Montauk
8.2 out of 10, Very good, (878 reviews)
"Exceptional service. Always a pleasure to visit!"
United States
Amanda
The price is NT$12,155
NT$16,665 total
includes taxes & fees
Nov 9 - Nov 10
Gurney's Montauk Resort & Seawater Spa
A spacious room with wicker furniture, large windows, and a view of the sea.

2. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (766 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
The price is NT$5,009
NT$6,661 total
includes taxes & fees
Nov 23 - Nov 24
Sound View Greenport
A spacious bar area with a marble countertop, multiple bar stools, and a view of the marina through large windows.

3. Montauk Yacht Club

Montauk Yacht Club
4.5 star property
Montauk
8.6 out of 10, Excellent, (1,000 reviews)
"Excellent hotel, clean and spacious rooms, friendly and attentive staff."
United States
Svetlana
The price is NT$8,594
NT$13,568 total
includes taxes & fees
Nov 10 - Nov 11
Montauk Yacht Club
A pool area with umbrellas, potted plants, and a pathway leading to a building.

4. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (320 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is NT$10,644
NT$13,377 total
includes taxes & fees
Dec 6 - Dec 7
Faraway Sag Harbor
A modern outdoor deck with lounge chairs and a view of the beach.

5. Offshore Montauk

Offshore Montauk
4.0 star property
Montauk
9.2 out of 10, Wonderful, (230 reviews)
"Great stay"
United States
Alison
The price is NT$5,059
NT$7,657 total
includes taxes & fees
Nov 9 - Nov 10
Offshore Montauk
A beachside patio with lounge chairs, umbrellas, and a wooden building with a balcony overlooking the ocean.

6. Marram

Marram
4.0 star property
Montauk
8.8 out of 10, Excellent, (303 reviews)
"Fantastic!"
United States
Filipa
The price is NT$5,413
NT$13,504 total
includes taxes & fees
Nov 16 - Nov 17
Marram
A patio area with outdoor furniture, a fire pit, and umbrellas.

7. Hotel Corduroy

Hotel Corduroy
4.0 star property
Culloden Shores
9.2 out of 10, Wonderful, (291 reviews)
"The place was clean and close to amenities. The designer paid attention to details with robes, gold bathroom fixtures, and even a hand written letter welcoming us. The water pressure as someone stated was great."
United States
Jason
Hotel Corduroy
A beachside outdoor seating area with white Adirondack chairs and a fire pit.

8. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (188 reviews)
"Nicely renovated and enjoyable."
United States
Becky
The price is NT$7,227
NT$8,258 total
includes taxes & fees
Dec 1 - Dec 2
Silver Sands Motel & Beach Bungalows
A cozy interior with a bar area, seating, and a fireplace.

9. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (301 reviews)
"convenient location, clean & updated room. great stay :)"
United States
Jacqueline
The price is NT$6,176
NT$7,782 total
includes taxes & fees
Nov 15 - Nov 16
Oyster Estate
A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.

10. Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (210 reviews)
"Great place, convenient location, very friendly staff"
United States
Erika
The price is NT$6,948
NT$8,732 total
includes taxes & fees
Nov 16 - Nov 17
Journey East Hampton
A multi-story hotel with balconies and a beach view.

11. Madison Beach Hotel

Madison Beach Hotel
4.0 star property
Madison Center
9.6 out of 10, Exceptional, (398 reviews)
"Beautiful hotel ,wonderful staff Everyone so kind, great customer service and breathtaking views and delicious food!"
United States
Eileen
The price is NT$8,863
NT$10,192 total
includes taxes & fees
Nov 23 - Nov 24
Madison Beach Hotel
A white building with a covered porch, wicker chairs, potted plants, and a view of the beach.

12. Hero Beach Club

Hero Beach Club
4.0 star property
Montauk
9.0 out of 10, Wonderful, (252 reviews)
"Overall very pleasant experience."
United States
Kevin
The price is NT$6,735
NT$8,848 total
includes taxes & fees
Nov 15 - Nov 16
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.

13. The Maidstone

The Maidstone
4.0 star property
East Hampton
8.2 out of 10, Very good, (182 reviews)
"lovely hotel - would stay again but would ask for a back room as the noise from the very busy road is constant. Otherwise awesome amenities, loved that you had a ghd hairdryer and straighteners. Every where smelt divine! Breakfast was lovely and a decent coffee."
Australia
Clara
The price is NT$6,620
NT$7,941 total
includes taxes & fees
Nov 15 - Nov 16
The Maidstone
A tented area with a pool view, wooden lounge chairs, and a table with a drink and food.

14. Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
4.0 star property
Hampton Bays
9.8 out of 10, Exceptional, (77 reviews)
"We loved everything about this hotel… from the premises, decor, quality of food, respectful but friendly staff etc…Bravo!"
Canada
Corrado
The price is NT$15,276
NT$18,500 total
includes taxes & fees
Dec 3 - Dec 4
Canoe Place Inn and Cottages
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.

15. Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (165 reviews)
"Incredible stay. Going back in the fall"
United States
Adam
The price is NT$20,549
NT$23,592 total
includes taxes & fees
Nov 9 - Nov 10
Topping Rose House
A large, two-story house with a wrap-around porch and a conservatory.

16. Copper Beech Inn

Copper Beech Inn
4.0 star property
Ivoryton
8.6 out of 10, Excellent, (530 reviews)
"Nice stay. Quite,"
United States
Joseph
The price is NT$9,166
NT$10,541 total
includes taxes & fees
Nov 12 - Nov 13
Copper Beech Inn
A round outdoor table with a fire pit, two glass jars with grains, and a black grill.

17. The Roundtree, Amagansett

The Roundtree, Amagansett
4.5 star property
Amagansett North
9.8 out of 10, Exceptional, (101 reviews)
"Absolutely awesome place. Professional staff were extremely helpful. Pet and family friendly."
United States
Dwight
The price is NT$19,525
NT$23,423 total
includes taxes & fees
Nov 15 - Nov 16
The Roundtree, Amagansett
A living room with a fireplace, a television mounted above it, and a dining area in the background.

18. The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (172 reviews)
"Beautiful property, we had a wonderful stay. Staff were very friendly and helpful, and the location is an easy walk to shops and restaurants."
United States
Lisa
The price is NT$11,145
NT$15,236 total
includes taxes & fees
Nov 30 - Dec 1
The 1770 House Restaurant & Inn
A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.

19. 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
The price is NT$14,859
NT$16,977 total
includes taxes & fees
Nov 9 - Nov 10
East Hampton Art House Bed & Breakfast
A lakeside property with a dock, a large building, and surrounding greenery.

20. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (128 reviews)
"Wonderful- so charming and comfortable; upscale yet casual"
United States
Ann
The Pridwin Hotel
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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 NT$10,677 per night from Nov 10 to Nov 11
NT$10,677
NT$15,431 total
Nov 10 - Nov 11
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

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

Faraway Sag Harbor

Faraway Sag Harbor

10/10 Excellent
"Perfect experience all around. But very noisy at 8 am - maintenance trucks, etc too loud. Would be better if they started at 9 am. A little jarring to hear the noise right outside rooms so early"
Mary Ann 1-night trip
Posted 9 days ago
Faraway Sag Harbor

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$15,431

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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