Shelter Island Heights 4 Stars Hotels

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Our top choices for Shelter Island Heights 4-star hotels

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 NT$15,727
NT$21,562 total
includes taxes & fees
Apr 23 - Apr 24
Gurney's Montauk Resort & Seawater Spa

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 NT$4,897
NT$8,317 total
includes taxes & fees
May 4 - May 5
Sound View Greenport

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 NT$8,737
NT$10,981 total
includes taxes & fees
Apr 27 - Apr 28
Journey East Hampton

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 NT$5,633
NT$10,066 total
includes taxes & fees
Apr 23 - Apr 24
Offshore Montauk

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 NT$8,620
NT$9,913 total
includes taxes & fees
Apr 15 - Apr 16
Madison Beach Hotel

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 NT$8,345
NT$9,534 total
includes taxes & fees
Apr 22 - Apr 23
The Maidstone

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 NT$9,055
NT$13,972 total
includes taxes & fees
May 1 - May 2
Montauk Yacht Club

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

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 NT$11,295
NT$13,016 total
includes taxes & fees
Apr 23 - Apr 24
Topping Rose House

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 NT$6,545
NT$10,708 total
includes taxes & fees
Apr 28 - Apr 29
Hero Beach Club

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 NT$6,005
NT$13,213 total
includes taxes & fees
May 4 - May 5
Marram

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 NT$11,875
NT$14,161 total
includes taxes & fees
Apr 14 - Apr 15
The 1770 House Restaurant & Inn

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 NT$22,059
NT$26,462 total
includes taxes & fees
Apr 13 - Apr 14
The Roundtree, Amagansett

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 NT$8,864
NT$10,194 total
includes taxes & fees
Apr 13 - Apr 14
Copper Beech Inn

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

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 NT$12,557
NT$15,780 total
includes taxes & fees
May 10 - May 11
The Pridwin Hotel

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 NT$8,638
NT$11,494 total
includes taxes & fees
Apr 29 - Apr 30
James Pharmacy Bed & Breakfast

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

Offshore Residences

Offshore Residences
4.5 star property
Downtown Montauk
10.0 out of 10, Exceptional, (1 review)
The price is NT$17,443
NT$23,558 total
includes taxes & fees
Apr 14 - Apr 15
Offshore Residences

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
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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.

Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

Top Shelter Island Heights Hotel Reviews

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.

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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.

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