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4 Stars Hotels in Shelter Island, New York from CA $323

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Check availability on Shelter Island 4 Star Hotels

Tonight
Aug 29 - Aug 30
Tomorrow
Aug 30 - Aug 31
This weekend
Aug 29 - Aug 31
Next weekend
Sep 5 - Sep 7

Top Shelter Island 4 Star Hotels

Our top choices for Shelter Island 4-star hotels

Marram
Seasonal outdoor pool, pool umbrellas, sun loungers

Marram

4.0 star property
8.8 out of 10, Excellent, (217)
"Food was amazing, bed was so comfy and clean, overall 10/10"
The price is CA $323
CA $629 total
includes taxes & fees
Sep 29 - Sep 30
Marram
Montauk Yacht Club
Indoor pool, 2 outdoor pools

Montauk Yacht Club

4.0 star property
8.6 out of 10, Excellent, (1001)
"Luxurious, quiet, and a wonderful, indulgent place to restore."
The price is CA $395
CA $608 total
includes taxes & fees
Sep 1 - Sep 2
Montauk Yacht Club
Sound View Greenport
Seasonal outdoor pool, pool umbrellas, sun loungers

Sound View Greenport

4.0 star property
8.4 out of 10, Very good, (564)
"Great location "
The price is CA $362
CA $481 total
includes taxes & fees
Sep 14 - Sep 15
Sound View Greenport
Gurney's Montauk Resort & Seawater Spa
Outdoor wedding area

Gurney's Montauk Resort & Seawater Spa

4.0 star property
8.2 out of 10, Very good, (662)
"It was clean and staff is very nice "
The price is CA $609
CA $832 total
includes taxes & fees
Sep 3 - Sep 4
Gurney's Montauk Resort & Seawater Spa
Baron's Cove
Front of property - evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (284)
"Great location Rooms are very small but still amazing "
The price is CA $521
CA $655 total
includes taxes & fees
Sep 28 - Sep 29
Baron's Cove
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (74)
"Awesome all around! Staff was super nice "
The price is CA $407
CA $512 total
includes taxes & fees
Sep 21 - Sep 22
The Pridwin Hotel
Hero Beach Club
View from room

Hero Beach Club

4.0 star property
9.0 out of 10, Wonderful, (185)
"Great hotel on Montauk with direct beach access. And helpful young staff!"
The price is CA $374
CA $561 total
includes taxes & fees
Sep 29 - Sep 30
Hero Beach Club
Silver Sands Motel & Beach Bungalows
Beach bar

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (117)
"Wonderful location and hotel "
The price is CA $450
CA $515 total
includes taxes & fees
Sep 4 - Sep 5
Silver Sands Motel & Beach Bungalows
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (146)
"We had a good stay at The Journey. Can’t wait to come back! "
The price is CA $440
CA $553 total
includes taxes & fees
Sep 1 - Sep 2
Journey East Hampton
Canoe Place Inn and Cottages
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Canoe Place Inn and Cottages

4.0 star property
9.8 out of 10, Exceptional, (55)
"Wonderful stay! "
The price is CA $734
CA $890 total
includes taxes & fees
Sep 9 - Sep 10
Canoe Place Inn and Cottages
Madison Beach Hotel
Exterior

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (313)
"Great stay!! "
The price is CA $583
CA $671 total
includes taxes & fees
Sep 17 - Sep 18
Madison Beach Hotel
The Maidstone
Front of property - evening/night

The Maidstone

4.0 star property
8.0 out of 10, Very good, (144)
"The details in this beautiful spot is what makes it so special and magical. "
The Maidstone
Copper Beech Inn
Breakfast and dinner served

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (504)
"Had a fantastic room 324 in the newer building.. Breakfast was delicious and service terrific.."
The price is CA $384
CA $441 total
includes taxes & fees
Sep 1 - Sep 2
Copper Beech Inn
The Roundtree, Amagansett
Beach nearby, white sand, sun loungers, beach umbrellas

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (89)
"The Roundtree was one of the most peaceful hotels we’ve ever stayed in. I highly recommend for a romantic getaway. "
The price is CA $1,231
CA $1,476 total
includes taxes & fees
Sep 3 - Sep 4
The Roundtree, Amagansett
The 1770 House Restaurant & Inn
Garden

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (157)
"The staff was incredibly genuine and the property felt intimate and comfortable."
The price is CA $584
CA $799 total
includes taxes & fees
Sep 21 - Sep 22
The 1770 House Restaurant & Inn
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (63)
"Very profesional, very good experiencia , the host the best , the property beatiful 100 porcent recomended"
The price is CA $785
CA $896 total
includes taxes & fees
Sep 29 - Sep 30
East Hampton Art House Bed & Breakfast
James Pharmacy Bed & Breakfast
Miss Anna James Room

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (16)
"Beautiful property in a great location, convenient to everything.Our room was clean and comfortable."
The price is CA $486
CA $622 total
includes taxes & fees
Sep 1 - Sep 2
James Pharmacy Bed & Breakfast
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (133)
"Great location and very comfortable "
The price is CA $736
CA $846 total
includes taxes & fees
Sep 1 - Sep 2
Topping Rose House
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
Outdoor spa tub

NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

4.0 star property
9.6 out of 10, Exceptional, (135)
"Loved our stay and will be back"
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
434 on Main
Reception hall

434 on Main

4.0 star property
10.0 out of 10, Exceptional, (36)
"Great hosts"
434 on Main
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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 CA $612 per night from Sep 29 to Sep 30
CA $612
CA $769 total
Sep 29 - Sep 30
includes taxes & fees
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Learn more about Shelter Island

Escape to Shelter Island! Enjoy its island views, natural setting, and beaches.

See all hotels in Shelter Island
Photo by tom owens
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Top Shelter Island Hotel Reviews

Find out more about Shelter Island

Find out more about Shelter Island

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Shelter Island are calling your name. Known for providing first-rate service in amazing locations, each of the Shelter Island 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Shelter Island. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Shelter Island, New York, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Shelter Island hotels with 4 Stars provide everything you need to unwind in style.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What are the best 4-star hotels in Shelter Island?
The Pridwin Hotel is a 4-star hotel in Shelter Island that ranks highly among Expedia customers. A terrace and concierge services are some of its many amenities. Travellers also love staying at Silver Sands Motel & Beach Bungalows. From a terrace to dining romance packages, it features conveniences that cater to all aspects of your relaxation and entertainment.
How much does it cost to stay in a 4-star hotel in Shelter Island?
Expedia can help you quickly track down the ideal 4-star hotel for your vacation in Shelter Island. Use our handy filter tool to tailor your search by things like price, amenities and star rating and get access to terrific deals in a few clicks.

  • Search for the lowest price from CA $612

What's the difference between 5-star and 4-star hotels in Shelter Island?
Treat yourself to refined living during your Shelter Island escape by staying at a 4-star hotel. As well as featuring upmarket accommodations, these retreats are typically packed with amenities such as complimentary bathrobes, large beds and more. A 5-star hotel will go the extra mile to make your trip an even more indulgent and unforgettable one. Round-the-clock concierge assistance, elegant furnishings and gourmet dining are a few of the superior conveniences and services you'll likely get access to.