Find 4 Star Hotels in Shelter Island Heights, NY from ￥41,507

  • 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 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, (753 reviews)
"I had my dogs with me and they loved the beach. I loved the friendly and dog friendly staff and people. I had breakfast room serviced and it was top grade food. "
United States
Jihyun Esther
The price is ￥70,908
￥97,215 total
includes taxes & fees
Apr 15 - Apr 16
Gurney's Montauk Resort & Seawater Spa
Resort view

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very Good, (629 reviews)
"The hotel was exceptional! We love staying at soundview during the winter months! "
United States
Christina
The price is ￥24,437
￥41,507 total
includes taxes & fees
May 3 - May 4
Sound View Greenport
View from property

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (167 reviews)
"Amazing stay"
United States
Liana
The price is ￥40,671
￥51,113 total
includes taxes & fees
May 4 - May 5
Journey East Hampton
Ocean View 2 Queens | Premium bedding, pillowtop beds, blackout drapes, free WiFi

Offshore Montauk

Offshore Montauk
4.5 star property
Montauk
9.4 out of 10, Exceptional, (122 reviews)
"Hotel was beautiful !!"
United States
Erica
The price is ￥28,114
￥50,235 total
includes taxes & fees
Apr 14 - Apr 15
Offshore Montauk
Exterior

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
Madison Center
9.4 out of 10, Exceptional, (357 reviews)
"We toured the Spa but did not have an opportunity to take advantage of the services during our overnight stay. The staff was very helpful and the spa calm and inviting."
United States
Per
The price is ￥42,905
￥49,340 total
includes taxes & fees
Apr 15 - Apr 16
Madison Beach Hotel
Property entrance

The Maidstone

The Maidstone
4.0 star property
East Hampton
8.0 out of 10, Very Good, (155 reviews)
"Bar was excellent "
United States
raje
The price is ￥39,980
￥45,677 total
includes taxes & fees
Apr 23 - Apr 24
The Maidstone
2 restaurants, breakfast served

Montauk Yacht Club

Montauk Yacht Club
4.0 star property
Montauk
8.6 out of 10, Excellent, (1,000 reviews)
"Wonderful hotel and location "
United States
FIONA
The price is ￥41,384
￥65,376 total
includes taxes & fees
May 4 - May 5
Montauk Yacht Club
Beach bar

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (149 reviews)
"Everything was excellent, best hotel on the north fork. "
United States
Dan
Silver Sands Motel & Beach Bungalows
Outdoor pool

Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (145 reviews)
"Everything and everyone was just lovely! Comfortable Welcoming Great restaurant "
United States
Rachelle
The price is ￥52,986
￥61,091 total
includes taxes & fees
Apr 20 - Apr 21
Topping Rose House
View from room

Hero Beach Club

Hero Beach Club
4.0 star property
Montauk
9.0 out of 10, Wonderful, (204 reviews)
"Great weekend trip "
United States
Timothy
The price is ￥28,356
￥48,518 total
includes taxes & fees
Apr 30 - May 1
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
The price is ￥29,970
￥65,943 total
includes taxes & fees
May 10 - May 11
Marram
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, (163 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 ￥59,262
￥70,670 total
includes taxes & fees
Apr 13 - Apr 14
The 1770 House Restaurant & Inn
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, (94 reviews)
"Thank you to the crew at The Roundtree for making our stay memorable! This is our second stay, so we couldn't turn down the evening smores by the fire and delivered warm cookies for a late night snack. The grounds and room were so beautiful. We will be back."
United States
Glenn
The price is ￥110,084
￥132,060 total
includes taxes & fees
Apr 16 - Apr 17
The Roundtree, Amagansett
Breakfast and dinner served

Copper Beech Inn

Copper Beech Inn
4.0 star property
Ivoryton
8.6 out of 10, Excellent, (509 reviews)
"Very nice property. Very clean. Staff was very nice - very good breakfast. "
United States
Marilyn
The price is ￥44,238
￥50,874 total
includes taxes & fees
Apr 13 - Apr 14
Copper Beech Inn
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
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 price is ￥62,664
￥78,751 total
includes taxes & fees
May 10 - May 11
The Pridwin Hotel
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, (24 reviews)
"Cute B&B, very nice room, check-in worked well"
United States
Isolde
The price is ￥38,795
￥52,576 total
includes taxes & fees
May 10 - May 11
James Pharmacy Bed & Breakfast
Exterior

Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (292 reviews)
"Great location in the heart of town Walk to everything Amazing breakfast too "
United States
Michael
Faraway Sag Harbor
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
10.0 out of 10, Exceptional, (1 review)
The price is ￥87,049
￥117,570 total
includes taxes & fees
Apr 12 - Apr 13
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 ￥51,532 per night from Apr 13 to Apr 14
￥51,532
￥64,764 total
Apr 13 - Apr 14
includes taxes & fees
9/10 Wonderful! (82 reviews)
Still don't see what you're looking for?
See all properties in Shelter Island Heights.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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
Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

Top Shelter Island Heights Hotel Reviews

Sound View Greenport

Sound View Greenport

8/10 Good
"Bathroom very clean. Staff is super friendly. Ate at the restaurant and it was delicious. "
Kathleen 1-night trip
Posted 2 days ago
Sound View Greenport
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"WE HAD A LOVELY WEEKEND. SERVICE WAS EXCELLENT. "
Alan 2-night trip
Posted 3 days ago
Gurney's Montauk Resort & Seawater Spa

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 ￥64,764

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.