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Find 4 Star Hotels in Shelter Island Heights, NY from $209

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Compare Shelter Island Heights 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Outdoor wedding area
Gurney's Montauk Resort & Seawater Spa
4.0 star property
8.2 out of 10, Very Good, (569)
"Great time beautiful property"
The price is $511
$697 total
includes taxes & fees
May 30 - May 31
Gurney's Montauk Resort & Seawater Spa
Lobby sitting area
Sound View Greenport
4.0 star property
8.4 out of 10, Very Good, (428)
"Beautiful location. Staff was friendly and helpful. Dining was delicious. Rooms were renovated and spacious "
The price is $259
$331 total
includes taxes & fees
May 28 - May 29
Sound View Greenport
Front of property - evening/night
Madison Beach Hotel
4.0 star property
9.4 out of 10, Exceptional, (244)
"Very special: comfortable and relaxing. Gorgeous views. Caring staff."
The price is $329
$378 total
includes taxes & fees
May 29 - May 30
Madison Beach Hotel
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Beachfront King | Blackout drapes, iron/ironing board, free WiFi, bed sheets
Marram
4.0 star property
8.4 out of 10, Very Good, (125)
"N/A"
The price is $355
$588 total
includes taxes & fees
May 27 - May 28
Marram
Premium bedding, down comforters, minibar, in-room safe
Montauk Yacht Club
4.0 star property
8.4 out of 10, Very Good, (950)
"This place was redone so beautifully! The staff was incredible. Everything was so clean! We can’t wait to go back! We loved that it was even per friendly! Tim from the concierge was the most genuine person, leaving my kids a hand written note that they will never forget. Can’t say enough great things about this place! We stay in Montauk every year, this stay easily was my favorite one yet! Even the American girl dolls we brought were treated like royalty by the pool!"
The price is $379
$504 total
includes taxes & fees
May 27 - May 28
Montauk Yacht Club
Outdoor pool
Topping Rose House
4.5 star property
9.4 out of 10, Exceptional, (105)
"Noise from other guests."
The price is $695
$797 total
includes taxes & fees
Jun 4 - Jun 5
Topping Rose House
View from room
Hero Beach Club
4.0 star property
9.0 out of 10, Wonderful, (139)
"Room was clean, comfortable, nicely done. The hotel is close to the beach, walking distance to town. Alex was very nice and helpful, we enjoyed our stay and would definitely come back."
The price is $315
$451 total
includes taxes & fees
May 27 - May 28
Hero Beach Club
Exterior
Journey East Hampton
4.0 star property
8.8 out of 10, Excellent, (89)
"Loved the room, bed was comfortable, shower was lovely. Cindy gave great suggestions on where to go."
The price is $293
$367 total
includes taxes & fees
May 27 - May 28
Journey East Hampton
Breakfast and dinner served
Copper Beech Inn
4.0 star property
8.6 out of 10, Excellent, (455)
"The room was large, very nice and clean. "
The price is $209
$240 total
includes taxes & fees
May 28 - May 29
Copper Beech Inn
Beach nearby, white sand, sun loungers, beach umbrellas
The Roundtree, Amagansett
4.5 star property
9.8 out of 10, Exceptional, (75)
"The best hotel in the Hamptons! Luxury hospitality without pretension. Quiet, simple and the only one worth the price tag. You will pay the same if not more at any other local hotel and receive the worst service. It would be so easy for Roundtree to just rely on the high summer months to make money and rob you because they can, but they don't. The whole team works with an integrity uncommon to the area. Easy walk to everything in town and while they don't have a restaurant or bar they make up...
The price is $595
$713 total
includes taxes & fees
May 27 - May 28
The Roundtree, Amagansett
Reception
The 1770 House Restaurant & Inn
4.0 star property
9.8 out of 10, Exceptional, (135)
"beautiful inn with a scenic setting"
The price is $518
$719 total
includes taxes & fees
May 28 - May 29
The 1770 House Restaurant & Inn
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Canoe Place Inn and Cottages
4.0 star property
10.0 out of 10, Exceptional, (27)
"Absolutely the nicest hotel in the area. "
The price is $550
$659 total
includes taxes & fees
May 27 - May 28
Canoe Place Inn and Cottages
Front of property - evening/night
The Maidstone
4.0 star property
7.8 out of 10, Good, (112)
"Staff was very friendly and engaging. Handled all of our needs wonderfully."
The Maidstone
Aerial view
East Hampton Art House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (54)
"Beautiful property and Michael and Rosealind are some the nicest hosts we have ever encountered. "
The price is $762
$869 total
includes taxes & fees
May 27 - May 28
East Hampton Art House Bed & Breakfast
Indoor pool, seasonal outdoor pool, sun loungers
The Baker House 1650
4.5 star property
9.4 out of 10, Exceptional, (33)
"Absolutely best place to stay in East Hampton! Charming B&B with incredible staff. "
The price is $700
$799 total
includes taxes & fees
May 29 - May 30
The Baker House 1650
Reception hall
434 on Main
4.0 star property
10.0 out of 10, Exceptional, (34)
"Great hosts"
434 on Main
Garden
James Pharmacy Bed & Breakfast
4.0 star property
9.4 out of 10, Exceptional, (7)
"quiet and safe, close to everything yet off the 'main' part of the road. bright and airy, loved the room and decor was gorgeous. we were already at the beach, didn't need to see more beach decor. pass to harveys beach was nice, but the beach was gross. breakfast voucher was great, restaurant was quick and delicious"
The price is $390
$553 total
includes taxes & fees
May 27 - May 28
James Pharmacy Bed & Breakfast
Luxury Villa (6 Bedrooms) | Living area | TV
Villa Direen - Modern East Hampton Villa
4.0 star property
Villa Direen - Modern East Hampton Villa
Balcony
The Mainstay
4.0 star property
The Mainstay
Food and drink
Jedediah Hawkins Inn
4.0 star property
9.8 out of 10, Exceptional, (18)
"We had a wonderful stay. The accommodations and services was outstanding and the property was absolutely beautiful. I have already recommended the hotel to my coworkers and family and will definitely be visiting again! "
Jedediah Hawkins Inn

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 Heights.
Vine & Sand

Vine & Sand

47100 New York 25, Southold, NY
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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.

The beginning of any holiday starts with choosing a destination. Shelter Island Heights has become a popular destination with guests because it offers so much to keep you entertained. However, "location, location, location" applies to more than just your vacation destination. Now that you got a feeling for the area, it's time you to learn a little more about your home away from home.

Accommodations as Gorgeous as the City

Shelter Island Heights saw its fair share of visitors this past year. Our review section boast comments that will help you narrow down your pick. The resorts found here strive to make your vacation as enjoyable as your days and evenings exploring Shelter Island Heights. These hotels work to make the grounds and facilities welcoming from the time you step out of your car. You won't need to venture far to find a delicious lunch, to sustain your exercise routine, or for a refreshing swim during your stay with all they provide.

Rooms have been configured to keep you as comfortable as possible, with amenities like in-room tea or coffee, designer bathroom products, and ultra-comfortable bedding. So, sit back and relax. Moreover, if you find yourself in need of something further, you can rest easy the staff will work their best to ensure you continue to be happy during your time there. These hotels are so lovely that you'll regret the day you have to return home.

Book a 4-Star Hotel in Shelter Island Heights Today!

A trip to Shelter Island Heights should be a complete retreat from your daily routine. Reserve a 4-star hotel in Shelter Island Heights soon, because several other people are as well.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Shelter Island Heights?
We can help you easily track down the perfect 4-star hotel for your trip to Shelter Island Heights. Use our handy filter tool to fine-tune your search by things like price, amenities and star rating and get access to awesome deals in a couple of clicks.

  • Search for the lowest price from $475

What's the difference between 5-star and 4-star hotels in Shelter Island Heights?
Offering a friendly traveler experience and upscale décor, 4-star hotels are a fantastic option for your Shelter Island Heights break. These types of stays generally feature lots of handy amenities that make it a breeze to kick back and relax — think pillowtop mattresses, restaurants and gyms. Or live the high life at a 5-star hotel designed to indulge you in luxury perks and amenities. Concierge assistance, complimentary toiletries and world-class dining are typically featured at these plush properties.
Does Shelter Island Heights have any 4-star all-inclusive resorts?
Finding your dream vacation in Shelter Island Heights is as easy as entering your travel dates and destination, and selecting our “All inclusive” filter. Stay and play where just about everything is already taken care of like your accommodations, food, activities and entertainment, or go for a standard 4-star resort in or around this much-loved destination.
Are there any 4-star casino hotels in Shelter Island Heights?
Use our convenient filter tool to narrow down your Shelter Island Heights search by amenities, star rating and much more. Whether you’re looking for the full casino resort experience or just want to give Lady Luck a try while letting your hair down in 4-star style, you’re sure to find a stay that strikes just the right balance between entertainment and relaxation.

Recent reviews of Shelter Island Heights hotels
Expedia verified reviews

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

5/5 Excellent
"Great time beautiful property"
A verified traveler stayed at Gurney's Montauk Resort & Seawater Spa
Posted 4 days ago
Gurney's Montauk Resort & Seawater Spa
Sound View Greenport

Sound View Greenport

5/5 Excellent
"Beautiful location. Staff was friendly and helpful. Dining was delicious. Rooms were renovated and spacious "
A verified traveler stayed at Sound View Greenport
Posted 3 weeks ago
Sound View Greenport