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Find hotels in Shelter Island Heights, NY from ₩98,990

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Jan 22 - Jan 23
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Jan 23 - Jan 24
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Jan 24 - Jan 26
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Jan 31 - Feb 2

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Compare 4,678 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Chequit
Outdoor dining

The Chequit

3.0 star property
8.8 out of 10, Excellent, (28)
"Excellent "
The price is ₩453,705
₩517,792 total
includes taxes & fees
Jan 26 - Jan 27
The Chequit
House on Chase Creek
View from property

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (66)
"The view of the creek is beautiful. Time stops."
The price is ₩149,389
₩170,507 total
includes taxes & fees
Jan 29 - Jan 30
House on Chase Creek
The Rams Head Inn
Exterior

The Rams Head Inn

4.0 star property
7.6 out of 10, Good, (18)
"Beautiful views and lovely service "
The price is ₩467,058
₩533,035 total
includes taxes & fees
Jan 23 - Jan 24
The Rams Head Inn
Montauk Oceanside Suites
Apartment | Private kitchen | Fridge, microwave, stovetop

Montauk Oceanside Suites

3.0 star property
8.4 out of 10, Very Good, (354)
"Perfect for a short stay. Very warm, clean and comfortable. Very close to shops and beach. Check in and check out was super easy. Only critique would be that the walls were thin and you could very easily hear the conversation of the guests in the room next door. "
The price is ₩195,226
₩237,131 total
includes taxes & fees
Jan 23 - Jan 24
Montauk Oceanside Suites
Daunt's Albatross Motel
Exterior

Daunt's Albatross Motel

2.0 star property
8.8 out of 10, Excellent, (247)
"SOO BEAUTIFUL !! Love the property & how clean it was "
The price is ₩267,202
₩304,944 total
includes taxes & fees
Jan 23 - Jan 24
Daunt's Albatross Motel
Kenny's Tipperary Inn
Seasonal outdoor pool, pool umbrellas, sun loungers

Kenny's Tipperary Inn

2.0 star property
8.4 out of 10, Very Good, (774)
"Very quiet and comfy stay."
The price is ₩179,832
₩205,225 total
includes taxes & fees
Jan 26 - Jan 27
Kenny's Tipperary Inn
Montauk Manor
Front of property - evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1094)
"I love the hotel ! Fireplace in the room ! Kitchenet! Great restaurant ar the hotel ! We wil be back "
The price is ₩187,794
₩242,367 total
includes taxes & fees
Jan 23 - Jan 24
Montauk Manor
Gurney's Montauk Resort & Seawater Spa
Outdoor wedding area

Gurney's Montauk Resort & Seawater Spa

4.0 star property
8.2 out of 10, Very Good, (609)
"Beautiful views. Great staff and amenities."
The price is ₩459,085
₩625,891 total
includes taxes & fees
Feb 3 - Feb 4
Gurney's Montauk Resort & Seawater Spa
Sea Crest Resort
Studio Unit Upper Oceanfront 'San Remo' | Terrace/patio

Sea Crest Resort

2.5 star property
9.2 out of 10, Wonderful, (443)
"Our unit was updated and it was quiet and relaxing. "
The price is ₩285,866
₩357,426 total
includes taxes & fees
Feb 5 - Feb 6
Sea Crest Resort
Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (267)
"Perfect location for a peaceful winter weekend getaway. We’ve stayed here before and definitely will again. "
The price is ₩181,152
₩237,907 total
includes taxes & fees
Jan 27 - Jan 28
Windward Shores Ocean Resort
The Roundtree, Amagansett
Beach nearby, white sand, sun loungers, beach umbrellas

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (85)
"My wife and I stayed a couple nights in October. We felt very pampered. Felix served us up late night snacks with homemade cookies and ice cream! Beautiful and charming hotel with attentive staff."
The price is ₩853,611
₩1,022,889 total
includes taxes & fees
Jan 23 - Jan 24
The Roundtree, Amagansett
Villa Spectrum
Porch

Villa Spectrum

3.5 star property
The price is ₩3,012,744
₩4,514,274 total
includes taxes & fees
Jan 26 - Jan 27
Villa Spectrum
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (123)
"Enjoyed our stay here. Room was spacious. Really friendly staff. "
The price is ₩342,162
₩435,174 total
includes taxes & fees
Jan 29 - Jan 30
Journey East Hampton
East Hampton House Resort
Deluxe Studio | Living area | TV

East Hampton House Resort

3.0 star property
9.0 out of 10, Wonderful, (243)
"A fantastic place for a short weekend getaway. Would love to do it again"
The price is ₩242,153
₩307,515 total
includes taxes & fees
Feb 18 - Feb 19
East Hampton House Resort
Mill House Inn
Front of property - evening/night

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (63)
"Greeting was so welcoming n informative "
The price is ₩358,660
₩450,262 total
includes taxes & fees
Jan 29 - Jan 30
Mill House Inn
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (60)
"Beautiful grounds, pool and hot tub! Beautiful breakfast!"
The price is ₩605,992
₩691,583 total
includes taxes & fees
Feb 5 - Feb 6
East Hampton Art House Bed & Breakfast
The Huntting Inn
Exterior

The Huntting Inn

3.5 star property
8.6 out of 10, Excellent, (87)
"One of the very few options in East Hampton that offered a one night stay, most have a 2-night minimum. An old, charming inn that was very welcoming and clean. Our king bed room was spacious enough and decorated nicely. The bathroom was very clean and modernized. We did have to walk up a flight of stairs with our luggage which wasn’t difficult for us but may be for some."
The price is ₩514,568
₩601,613 total
includes taxes & fees
Feb 10 - Feb 11
The Huntting Inn
The 1770 House Restaurant & Inn
Reception

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (145)
"Property was adorable and the staff very pleasant and helpful!! "
The price is ₩381,550
₩521,136 total
includes taxes & fees
Jan 26 - Jan 27
The 1770 House Restaurant & Inn
The Maidstone
Front of property - evening/night

The Maidstone

4.0 star property
7.8 out of 10, Good, (120)
"private and elegant"
The price is ₩574,573
₩655,731 total
includes taxes & fees
Feb 5 - Feb 6
The Maidstone
The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (130)
"I really liked the manager Shelby. She went above and beyond to make us feel welcome. She was hospitable, warm and friendly. The room was new, however the bathroom was very small and it was challenging to adjust the water temperature in the shower .But overall it exceeded my expectations. "
The price is ₩228,394
₩310,866 total
includes taxes & fees
Feb 9 - Feb 10
The Sagaponack
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.
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Frequently asked questions

Where is the best place to stay in Shelter Island Heights?

The Chequit is ranked highly by Expedia customers. This hotel offers a restaurant and free parking. The Rams Head Inn is another top choice for your trip based on reviews. See all available top hotels, or vacation rentals in Shelter Island Heights.

If I need to cancel my hotel reservation in Shelter Island Heights, will I receive a refund?

Yes, the majority of room reservations are fully refundable provided that you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a non-refundable reservation, you might still have the option to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island Heights.

Where can I learn more about changing or cancelling my trip to Shelter Island Heights?

For more information about picking new dates or cancelling your trip to Shelter Island Heights, click here.

What's the best place to stay for a family trip to Shelter Island Heights?

The Pridwin Hotel is a hotel with a private beach and a restaurant, and it's a top choice on Expedia for families. Shelter Island House is another good choice for your family trip. Attractions in the area like Railroad Museum of Long Island and Children's Museum of The East End are also fun for kids of all ages. Find more child-friendly accommodations in Shelter Island Heights.

What's the best hotel for couples in Shelter Island Heights?

The Pridwin Hotel is a favorite hotel for couples, and features premium bedding and bathrobes. See all romantic hotels in Shelter Island Heights.

What's the best pet-friendly hotel in Shelter Island Heights?

The Rams Head Inn is a top dog-friendly inn, and offers 2 restaurants along with free WiFi for its human guests. The Chequit is another option if you're bringing your pet along. See more pet-friendly hotel accommodations in Shelter Island Heights.

Where is the best hotel to stay near Sunset Beach?

Adjacent to Sunset Beach, Shelter Island House is one of the top choices for your stay based on our traveler data, and this 3.5-star hotel offers free breakfast and a restaurant. Other good choices within a few miles include The Harborfront Inn and House on Chase Creek.

What about the best place to stay close to Crescent Beach?

One of the top choices for your stay is The Pridwin Hotel, located next to Crescent Beach, and this 3-star hotel offers a private beach and free breakfast. The Harborfront Inn and Sound View Greenport are other good choices within a few miles.

What's the best hotel to stay near the beach in Shelter Island Heights?

The Pridwin Hotel is a top beachfront hotel offering a seasonal outdoor pool and a full-service spa, located within a short 1-minute walk of Crescent Beach. See more stays near the beach in Shelter Island Heights.

What's the best hotel for a golf vacation in Shelter Island Heights?

House on Chase Creek is a top guesthouse that has an adjacent golf course and features free WiFi. Another good choice is Shelter Island House if you'd like to be close to a golf course while in town. You can tee off at Shelter Island Country Club during your trip. See more golf hotels in Shelter Island Heights.

What are some accommodations with pools in Shelter Island Heights?

The Pridwin Hotel is a top hotel with a seasonal outdoor pool, a private beach, and a full-service spa. View all hotels with pools in Shelter Island Heights.

What is the best spa hotel in Shelter Island Heights?

The Pridwin Hotel is a top spa hotel featuring a private beach, a fitness center, a bar, and a restaurant. Spend an afternoon at Pridwin Spa where you’ll find facials, body scrubs, and Swedish massages and more. See all spa hotels in Shelter Island Heights.

What's the best hotel for staying near John F. Kennedy International Airport (JFK)?

Holiday Inn Express Kennedy Airport is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.5 mi (2.5 km) from John F. Kennedy Intl. Airport. Other options near the airport are Fairfield Inn by Marriott JFK Airport and Radisson Hotel JFK Airport.

What's it like staying in Shelter Island Heights?

Visitors to Shelter Island Heights are sure to enjoy the beaches. Tourists can also enjoy the city's golf courses, entertainment choices, and theaters. In Shelter Island Heights, there are 46 hotels and other accommodations to choose from. Find out more about Shelter Island Heights.

What is there to see in Shelter Island Heights?

Natural beauty is on display at Sunset Beach, Crescent Beach, and Menhadden Lane Beach. A couple of additional sights to add to your agenda are Shelter Island Country Club and Sylvester Manor. Check out what more to see and do in Expedia's Shelter Island Heights guide.

What's the weather like in Shelter Island Heights?

The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island Heights is 57 inches.