Find 4 Star Hotels in Shelter Island Heights, NY from ￥29,821

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Check availability on Shelter Island Heights 4 Star Hotels

Our top choices for Shelter Island Heights 4-star hotels

Exterior

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
4.0 star property
Montauk
8.4 out of 10, Very Good, (729 reviews)
"Room was spotless, staff were great and the resort is top notch!!"
United States
Carrie
The price is ￥44,938
￥61,608 total
includes taxes & fees
Feb 22 - Feb 23
Gurney's Montauk Resort & Seawater Spa
Exterior

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
Madison Center
9.4 out of 10, Exceptional, (346 reviews)
"Staff and hotel are lovely "
United States
Steven
The price is ￥37,922
￥43,611 total
includes taxes & fees
Mar 22 - Mar 23
Madison Beach Hotel
Resort view

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very Good, (614 reviews)
"Nice place"
United States
Mateusz
The price is ￥23,007
￥30,703 total
includes taxes & fees
Mar 23 - Mar 24
Sound View Greenport
2 restaurants, breakfast served

Montauk Yacht Club

Montauk Yacht Club
4.0 star property
Montauk
8.6 out of 10, Excellent, (1,000 reviews)
"Great hotel. Would like to come stay again in the summer."
United States
Stefania
Montauk Yacht Club
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
4.0 star property
Hampton Bays
9.8 out of 10, Exceptional, (62 reviews)
"Wonderful stay! "
United States
Lindsay
Canoe Place Inn and Cottages
On the beach, sun loungers, beach towels

Hero Beach Club

Hero Beach Club
4.0 star property
Montauk
9.0 out of 10, Wonderful, (203 reviews)
"Great weekend trip "
United States
Timothy
The price is ￥24,602
￥43,837 total
includes taxes & fees
Mar 15 - Mar 16
Hero Beach Club
Courtyard Balcony King | Courtyard view

Marram

Marram
4.0 star property
Montauk
8.8 out of 10, Excellent, (253 reviews)
"Beautiful resort in a great location "
United States
Nikki
Marram
View from property

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (163 reviews)
"Amazing stay"
United States
Liana
The price is ￥26,951
￥33,869 total
includes taxes & fees
Feb 24 - Feb 25
Journey East Hampton
Beach bar

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (144 reviews)
"Everything was excellent, best hotel on the north fork. "
United States
Dan
Silver Sands Motel & Beach Bungalows
Beach nearby, white sand, sun loungers, beach umbrellas

The Roundtree, Amagansett

The Roundtree, Amagansett
4.5 star property
Amagansett North
10.0 out of 10, Exceptional, (93 reviews)
"Very nice property, very nice food, and very nice service. Although the room was very nice and clean there was some maintenance needed in the bathroom area"
United States
Francisco
The price is ￥91,932
￥110,283 total
includes taxes & fees
Mar 3 - Mar 4
The Roundtree, Amagansett
Exterior

Copper Beech Inn

Copper Beech Inn
4.0 star property
Ivoryton
8.6 out of 10, Excellent, (507 reviews)
"Very nice property. Very clean. Staff was very nice - very good breakfast. "
United States
Marilyn
The price is ￥43,153
￥49,626 total
includes taxes & fees
Mar 19 - Mar 20
Copper Beech Inn
2 restaurants, American cuisine

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (162 reviews)
"The staff was incredibly genuine and the property felt intimate and comfortable."
United States
Aniya
The price is ￥37,415
￥51,150 total
includes taxes & fees
Feb 23 - Feb 24
The 1770 House Restaurant & Inn
Outdoor pool

Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (142 reviews)
"Our second home :)"
United States
olivia
The price is ￥75,373
￥86,654 total
includes taxes & fees
Mar 19 - Mar 20
Topping Rose House
Property entrance

The Maidstone

The Maidstone
4.0 star property
East Hampton
8.0 out of 10, Very Good, (150 reviews)
"We had a wonderful stay "
United States
Sabrina
The price is ￥26,103
￥29,821 total
includes taxes & fees
Feb 24 - Feb 25
The Maidstone
Terrace/patio

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (84 reviews)
"Overall the places is nice, clean and great views"
United States
Dianne
The Pridwin Hotel
Aerial view

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
East Hampton Art House Bed & Breakfast
Miss Anna James Room | Individually decorated, individually furnished, iron/ironing board

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast
4.0 star property
Old Saybrook Center
9.0 out of 10, Wonderful, (23 reviews)
"Cute B&B, very nice room, check-in worked well"
United States
Isolde
James Pharmacy Bed & Breakfast
One Bedroom Condo King with Ocean view | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

Offshore Residences

Offshore Residences
4.5 star property
Downtown Montauk
The price is ￥74,087
￥102,315 total
includes taxes & fees
Feb 23 - Feb 24
Offshore Residences
Exterior

The Rams Head Inn

The Rams Head Inn
4.0 star property
Shelter Island Heights
7.6 out of 10, Good, (18 reviews)
"Beautiful views and lovely service "
United States
Lana
The Rams Head Inn
Private kitchen

Canoe Place Waterfront Residences

Canoe Place Waterfront Residences
4.0 star property
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
Canoe Place Waterfront Residences
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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 Heights.
Mill House Inn

Mill House Inn

31 North Main Street East Hampton NY
The price is ￥38,668 per night from Feb 23 to Feb 24
￥38,668
￥48,596 total
Feb 23 - Feb 24
includes taxes & fees
9/10 Wonderful! (80 reviews)
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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
View of Dering Harbor
Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

Top Shelter Island Heights Hotel Reviews

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"There were no iron in my room just the ironing board. Also called the front desk around 1am to get a ride back to our room from main property but there was no answer so my partner and I had to walk back to our room. Otherwise the stay was great. Loved the bath house. Also loved the versatility of the property restaurant. Room were nice and spacious with a breathtaking view."
Annick 2-night trip
Posted 5 days ago
Gurney's Montauk Resort & Seawater Spa
Sound View Greenport

Sound View Greenport

10/10 Excellent
"Amazing room and view from the room was perfect! "
Gregory 1-night trip
Posted 2 months ago
Sound View Greenport

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Shelter Island Heights?
We can help you easily locate the ideal 4-star hotel for your getaway in Shelter Island Heights. Use our handy filter tool to fine-tune your search by things like price, amenities and property star rating and get access to fabulous deals in a few clicks.

  • Search for the lowest price from ￥48,596

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.