Does Shelter Island have any 4-star all-inclusive resorts?

Enjoy a relaxing vacation experience where almost everything is included in the one upfront price by using our "All inclusive" filter. Keeping to your budget is a cinch when your room, food and many activities are already taken care of. Eager for more ideas? Check out the great deals on Expedia's standard 4-star stays in and around Shelter Island.

Are there any 4-star casino hotels in Shelter Island?

Shuffle between your room and the baccarat table with ease by using our filter tool to find 4-star casino hotels in and around Shelter Island. Celebrating with somebody special? Refine your search further by selecting amenities with that extra wow-factor, like a hot tub or view.

4 Stars Hotels in Shelter Island: Compare Hotel Prices & Find the Cheapest Shelter Island, New York 4 Stars Hotels

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Shelter Island 4 Star Hotels

Tonight

Tomorrow

This weekend

Next weekend

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

Montauk

Amanda

NT$16,531 total

includes taxes & fees

Nov 10 - Nov 11

A spacious room with wicker furniture, large windows, and a view of the sea.

2. Sound View Greenport

Greenport

Christine

NT$7,381 total

includes taxes & fees

Nov 22 - Nov 23

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

Svetlana

NT$12,990 total

includes taxes & fees

Nov 2 - Nov 3

A pool area with umbrellas, potted plants, and a pathway leading to a building.

4. Faraway Sag Harbor

Sag Harbor

Thomas

NT$13,085 total

includes taxes & fees

Nov 16 - Nov 17

A modern outdoor deck with lounge chairs and a view of the beach.

5. Offshore Montauk

Montauk

Alison

NT$7,022 total

includes taxes & fees

Nov 2 - Nov 3

A beachside patio with lounge chairs, umbrellas, and a wooden building with a balcony overlooking the ocean.

6. Marram

Montauk

Filipa

NT$11,560 total

includes taxes & fees

Nov 9 - Nov 10

A patio area with outdoor furniture, a fire pit, and umbrellas.

7. Hotel Corduroy

Culloden Shores

Emily

NT$8,583 total

includes taxes & fees

Oct 29 - Oct 30

A beachside outdoor seating area with white Adirondack chairs and a fire pit.

8. Silver Sands Motel & Beach Bungalows

Greenport

Gaurav

NT$10,425 total

includes taxes & fees

Nov 5 - Nov 6

A cozy interior with a bar area, seating, and a fireplace.

9. Oyster Estate

Greenport

Allison

NT$8,684 total

includes taxes & fees

Oct 28 - Oct 29

A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.

10. Journey East Hampton

East Hampton North

Erika

NT$9,399 total

includes taxes & fees

Nov 10 - Nov 11

A multi-story hotel with balconies and a beach view.

11. Madison Beach Hotel

Madison Center

Eileen

NT$10,119 total

includes taxes & fees

Nov 5 - Nov 6

A bedroom with two beds, a wooden rocking chair, a small table, and a view of the outdoors.

12. Hero Beach Club

Montauk

Kevin

NT$9,186 total

includes taxes & fees

Nov 22 - Nov 23

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

East Hampton

Steven

NT$8,581 total

includes taxes & fees

Nov 4 - Nov 5

A tented area with a pool view, wooden lounge chairs, and a table with a drink and food.

14. Canoe Place Inn and Cottages

Hampton Bays

Corrado

NT$18,746 total

includes taxes & fees

Oct 28 - Oct 29

A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.

15. Topping Rose House

Bridgehampton

Adam

NT$23,402 total

includes taxes & fees

Oct 28 - Oct 29

A conservatory with a glass ceiling, wooden furniture, and large windows offering a view of the garden.

16. Copper Beech Inn

Ivoryton

Joseph

NT$10,456 total

includes taxes & fees

Oct 28 - Oct 29

A round outdoor table with a fire pit, two glass jars with grains, and a black grill.

17. The Roundtree, Amagansett

Amagansett North

Dwight

NT$23,235 total

includes taxes & fees

Nov 1 - Nov 2

A living room with a fireplace, a television mounted above it, and a dining area in the background.

18. The 1770 House Restaurant & Inn

East Hampton

Lisa

NT$17,931 total

includes taxes & fees

Nov 1 - Nov 2

A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.

19. East Hampton Art House Bed & Breakfast

Clearwater Beach

IVAN

NT$16,840 total

includes taxes & fees

Nov 3 - Nov 4

A lakeside property with a dock, a large building, and surrounding greenery.

20. The Pridwin Hotel

Shelter Island Heights

Ann

Save an average of 15% on thousands of hotels when you're signed in

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

31 North Main Street East Hampton NY

NT$10,591

NT$15,307 total

Nov 1 - Nov 2

includes taxes & fees

Still don't see what you're looking for?

See all properties in Shelter Island.

You can also use these popular filters to refine your search.

Pool Spa Hot tub Breakfast included Waterpark

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

Offshore Montauk

10/10 Excellent

"Our experience was excellent! Eduardo was very helpful and accommodating! They are still under construction, so part of the property is unfinished and not accessible!"

Faraway Sag Harbor

8/10 Good

"Beautiful and charming hotel! Unfortunately the restaurant was only serving breakfast and not dinner, since we arrived off- season. However the restaurant was freezing due to the heating system not working so we had to go elsewhere in town for breakfast. Too bad because it was a lovely room with a harbor view. Our biggest disappointment by far was the coffee in the room and in the lobby. Nasty stuff! I have never tasted coffee this bad in any hotel (and we have been to many). First of all at this high- end price point per night, Faraway should be providing at least a Nespresso machine in each room for a decent morning cup of coffee instead of instant coffee packets which went out with Sanka like forty years ago. :( Then we thought that maybe the coffee urns on the bar in the common area would at least provide a half decent cup of coffee. Boy were we wrong! The fact that other filled cups of coffee which were left on the bar still full told us that other guests felt the same about the quality of coffee. Thank goodness for Goldbergs Bagel shop in town! Come on guys. If you want to be recognized as a high end getaway in an extremely wealthy part of Long Island, please find yourselves a better quality coffee source. Its not that hard these days. We speak for all true coffee lovers."

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$15,307

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.

Explore a world of travel with Expedia

Book 4 Star Hotels in Shelter Island on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Shelter Island 4 Star Hotels

Our top choices for Shelter Island 4-star hotels

1. Gurney's Montauk Resort & Seawater Spa

2. Sound View Greenport

3. Montauk Yacht Club

4. Faraway Sag Harbor

5. Offshore Montauk

6. Marram

7. Hotel Corduroy

8. Silver Sands Motel & Beach Bungalows

9. Oyster Estate

10. Journey East Hampton

11. Madison Beach Hotel

12. Hero Beach Club

13. The Maidstone

14. Canoe Place Inn and Cottages

15. Topping Rose House

16. Copper Beech Inn

17. The Roundtree, Amagansett

18. The 1770 House Restaurant & Inn

19. East Hampton Art House Bed & Breakfast

20. The Pridwin Hotel

Explore similar 5-star hotels

Mill House Inn

Casa Newmark Holiday home 7 BestStayz.1

Learn more about Shelter Island

Top Shelter Island Hotel Reviews

Offshore Montauk

Gurney's Montauk Resort & Seawater Spa

Faraway Sag Harbor

Frequently asked questions

Explore a world of travel with Expedia

Shelter Island 4 Stars Hotels

Change your mind

Treat yourself

Be picky

Check availability on Shelter Island 4 Star Hotels

Our top choices for Shelter Island 4-star hotels

1. Gurney's Montauk Resort & Seawater Spa

2. Sound View Greenport

3. Montauk Yacht Club

4. Faraway Sag Harbor

5. Offshore Montauk

6. Marram

7. Hotel Corduroy

8. Silver Sands Motel & Beach Bungalows

9. Oyster Estate

10. Journey East Hampton

11. Madison Beach Hotel

12. Hero Beach Club

13. The Maidstone

14. Canoe Place Inn and Cottages

15. Topping Rose House

16. Copper Beech Inn

17. The Roundtree, Amagansett

18. The 1770 House Restaurant & Inn

19. East Hampton Art House Bed & Breakfast

20. The Pridwin Hotel

Explore similar 5-star hotels

Mill House Inn

Learn more about Shelter Island

Top Shelter Island Hotel Reviews

Offshore Montauk

Frequently asked questions

Explore a world of travel with Expedia