Photo by Brian V. Rowe

Find 4 Star Hotels in Shelter Island Heights, NY from ￥34,789

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Check availability on Shelter Island Heights 4 Star Hotels

Tonight
Jan 5 - Jan 6
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Jan 6 - Jan 7
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Jan 9 - Jan 11
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Jan 16 - Jan 18

Our top choices for Shelter Island Heights 4-star hotels

Outdoor wedding area
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
4.0 star property
Montauk
8.2 out of 10, Very Good, (710)
"Good room. Great view! Nice heating system. Friendly staff. "
United States
Jessie
The price is ￥52,448
￥71,906 total
includes taxes & fees
Jan 20 - Jan 21
Gurney's Montauk Resort & Seawater Spa
Exterior
Madison Beach Hotel

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
Madison Center
9.4 out of 10, Exceptional, (343)
"Wonderful staff"
United States
Rebecca
The price is ￥38,459
￥44,228 total
includes taxes & fees
Feb 5 - Feb 6
Madison Beach Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.6 out of 10, Excellent, (603)
"Nice place"
United States
Mateusz
The price is ￥26,529
￥34,789 total
includes taxes & fees
Feb 4 - Feb 5
Sound View Greenport
Indoor pool, 2 outdoor pools
Montauk Yacht Club

Montauk Yacht Club

Montauk Yacht Club
4.0 star property
Montauk
8.6 out of 10, Excellent, (1001)
"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

Canoe Place Inn and Cottages
4.0 star property
Hampton Bays
9.8 out of 10, Exceptional, (60)
"Amazing property. Really enjoyed our stay."
United States
Dave
Canoe Place Inn and Cottages
View from room
Hero Beach Club

Hero Beach Club

Hero Beach Club
4.0 star property
Montauk
9.0 out of 10, Wonderful, (203)
"Great weekend trip "
United States
Timothy
Hero Beach Club
Seasonal outdoor pool, pool umbrellas, sun loungers
Marram

Marram

Marram
4.0 star property
Montauk
8.8 out of 10, Excellent, (252)
"It was an amazing relaxing weekend. We want to come back next year the same weekend!"
United States
Piera
Marram
Exterior
Journey East Hampton

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (161)
"Amazing stay"
United States
Liana
Journey East Hampton
Beach bar
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (143)
"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

The Roundtree, Amagansett
4.5 star property
Amagansett North
10.0 out of 10, Exceptional, (91)
"Located right in the center of town, the grounds on this property are wonderful with clean and comfortable suites. The staff are engaging and sweet. And the late night cookies are a sweet touch."
United States
adam
The price is ￥93,222
￥111,830 total
includes taxes & fees
Jan 6 - Jan 7
The Roundtree, Amagansett
Breakfast and dinner served
Copper Beech Inn

Copper Beech Inn

Copper Beech Inn
4.0 star property
Ivoryton
8.6 out of 10, Excellent, (506)
"Very nice property. Very clean. Staff was very nice - very good breakfast. "
United States
Marilyn
The price is ￥43,758
￥50,322 total
includes taxes & fees
Jan 6 - Jan 7
Copper Beech Inn
Garden
The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (162)
"The staff was incredibly genuine and the property felt intimate and comfortable."
United States
Aniya
The price is ￥39,328
￥53,764 total
includes taxes & fees
Jan 6 - Jan 7
The 1770 House Restaurant & Inn
Outdoor pool
Topping Rose House

Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.2 out of 10, Wonderful, (138)
"Our second home :)"
United States
olivia
The price is ￥73,071
￥84,033 total
includes taxes & fees
Jan 19 - Jan 20
Topping Rose House
Garden
The Maidstone

The Maidstone

The Maidstone
4.0 star property
East Hampton
8.0 out of 10, Very Good, (150)
"We had a wonderful stay "
United States
Sabrina
The Maidstone
Seasonal outdoor pool, pool umbrellas, sun loungers
The Pridwin Hotel

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (84)
"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

East Hampton Art House Bed & Breakfast
4.0 star property
Clearwater Beach
9.6 out of 10, Exceptional, (65)
"Roz and Michael built a beautiful paradise that they enjoy sharing with you. Everything is amazing. "
United States
Dan
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

James Pharmacy Bed & Breakfast
4.0 star property
Old Saybrook Center
9.0 out of 10, Wonderful, (23)
"My husband and I stayed here for a quick weekend getaway and loved our experience! The location was perfect - located near restaurants, shops, and the beach - and the room was clean and charming. We will definitely be back!"
United States
Rachel
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

Offshore Residences
4.5 star property
Downtown Montauk
The price is ￥75,126
￥103,752 total
includes taxes & fees
Jan 8 - Jan 9
Offshore Residences
Exterior
The Rams Head Inn

The Rams Head Inn

The Rams Head Inn
4.0 star property
Shelter Island Heights
7.6 out of 10, Good, (18)
"Beautiful views and lovely service "
United States
Lana
The Rams Head Inn
Front of property
Canoe Place Waterfront Residences

Canoe Place Waterfront Residences

Canoe Place Waterfront Residences
4.0 star property
Hampton Bays
10.0 out of 10, Exceptional, (1)
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 ￥39,210 per night from Jan 6 to Jan 7
￥39,210
￥49,278 total
Jan 6 - Jan 7
includes taxes & fees
8.8/10 Excellent! (76 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
"Excellent "
Vladimir 6-night trip
Posted 5 days ago
Gurney's Montauk Resort & Seawater Spa
Sound View Greenport

Sound View Greenport

10/10 Excellent
"Great room with amazing views! Staff was fantastic and the food was great too"
Thomas 1-night trip
Posted 1 month 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 ￥49,278

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.