Photo by Brian V. Rowe

Find Hotels with a View in Shelter Island Heights, NY

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Our top choices for Shelter Island Heights a view hotels

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House on Chase Creek

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (79)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
United States
Maureen
$104 nightly
The price is $119
Jan 6 - Jan 7, 2026
Total with taxes and fees
House on Chase Creek
Lobby
Best Western Niantic - New London/Mystic Area

Best Western Niantic - New London/Mystic Area

Best Western Niantic - New London/Mystic Area
2.5 star property
Niantic
9.0 out of 10, Wonderful, (448)
"Easy check in and check out, comfortable bed, clean"
United States
Eric
$92 nightly
The price is $106
Dec 15 - Dec 16
Total with taxes and fees
Best Western Niantic - New London/Mystic Area
Ocean View 2 Queens | Premium bedding, pillowtop beds, blackout drapes, free WiFi
Offshore Montauk

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (79)
"Nice decoration, clean amenities, good stay"
United States
weihao
$166 nightly
The price is $190
Jan 1 - Jan 2, 2026
Total with taxes and fees
Offshore Montauk
Reception
The Bentley Hotel Southampton

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (393)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
$118 nightly
The price is $135
Dec 21 - Dec 22
Total with taxes and fees
The Bentley Hotel Southampton
Seasonal outdoor pool, pool umbrellas, sun loungers
Kenny's Tipperary Inn

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very Good, (878)
"Really clean and nice location"
United States
Tiara
$120 nightly
The price is $138
Jan 4 - Jan 5, 2026
Total with taxes and fees
Kenny's Tipperary Inn
Individually decorated, individually furnished, desk, laptop workspace
Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (460)
"🙂"
United States
Jared
$67 nightly
The price is $77
Jan 4 - Jan 5, 2026
Total with taxes and fees
Econo Lodge Inn & Suites Old Saybrook Westbrook
Lobby lounge
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (546)
"Awesome stay!!! Great Location "
United States
Bryan
$174 nightly
The price is $199
Dec 29 - Dec 30
Total with taxes and fees
The Harbor Front Inn
Exterior
The Shoals Suites and Slips

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.6 out of 10, Exceptional, (227)
"Food!"
United States
Ryan
$174 nightly
The price is $199
Jan 11 - Jan 12, 2026
Total with taxes and fees
The Shoals Suites and Slips
Exterior
Shorewood Inn

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very Good, (708)
"Couldn't have been easier! The woman at the front desk was warm and welcoming, the room was super clean and cute with the heat turned on full blast in anticipation of my arrival. Adorable backyard with seating, too. Super hot water in the shower. Perfect for an impromptu winter getaway. "
United States
Mahlon
$104 nightly
The price is $118
Dec 14 - Dec 15
Total with taxes and fees
Shorewood Inn
On the beach
The Bridge at Soundview · Beach+OceanView+Sunrise

The Bridge at Soundview · Beach+OceanView+Sunrise

The Bridge at Soundview · Beach+OceanView+Sunrise
2.0 star property
Old Lyme
10.0 out of 10, Exceptional, (1)
"The space was much larger than expected and was perfect for a group of 4 adults and 3 kids under 3! We had a great time, being a 5 minute walk from the beach and having a comfortable space to come back to. We'll definitely be coming back."
United States
Emotional J.
$432 nightly
The price is $488
Dec 14 - Dec 15
Total with taxes and fees
The Bridge at Soundview · Beach+OceanView+Sunrise
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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Top Shelter Island Heights Hotel Reviews

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"EVERYTHING about our stay at Gurneys was wonderful. The staff was outstanding and so accommodating. The room was beautiful looking out at the ocean. We have decided to make a family tradition to go to stay."
Rachel 1-night trip
Posted 5 days ago
Gurney's Montauk Resort & Seawater Spa

Frequently asked questions

How much do hotels with views in Shelter Island Heights cost?
Hotels with views in Shelter Island Heights range between and per night. Nature view or city view, 5-stars or 1-star — you'll find your ideal match right here on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with views in Shelter Island Heights?
A guest favorite is Sag Harbor Inn. Kick back at this 3.5-star hotel with a view, which also offers a swimming pool and a water view. Cliffside Resort Condominiums is another sought-after getaway to look into. Unpack your suitcase at this 3-star option and make the most of amenities including private winery tours and a terrace. You'll have your pick of multiple hotels with views in Shelter Island Heights that have a total average guest review rating of .
How many hotels with views are there in Shelter Island Heights?
Use up your vacation days and pick from hotels with views in Shelter Island Heights. For a business trip, a getaway with friends and everything in between, Expedia will help you find the ideal space in just a click or two.
What are the top motels with views in Shelter Island Heights?
Southold Beach Motel is a popular choice, located around 3 mi west of downtown Shelter Island Heights. With a barbecue grill and a nearby waterfront, this motel with a view is an affordable place to recharge your batteries between adventures.There are so many attractions to keep you busy in Shelter Island Heights when you're ready to explore. Crescent Beach and Sylvester Manor are highlights to add to your travel plans.
Are there any family-friendly hotels with views in Shelter Island Heights?
Expedia has some awesome family-friendly hotels with views in Shelter Island Heights. Book the whole crew in to Sag Harbor Inn. With a 3.5-star rating and amenities such as complimentary breakfast and WiFi, you'll all feel right at home here. Sound View Greenport is a 4-star stay with a view that's also a favorite among families. Complimentary breakfast and WiFi help make it the perfect base for your Shelter Island Heights trip. After checking in and chilling together in your comfy new digs, it's time to head out and discover the local sights. 67 Steps Beach and Orient Beach State Park are among the best family-friendly attractions in Shelter Island Heights.
Are there any 5-star hotels with views in Shelter Island Heights?
Although Shelter Island Heights doesn't have any 5-star hotels with views, you will still find some 4-star options that are perfect for a getaway here. Baron's Cove is a traveler favorite. It's located about 6 miles from the downtown area and has amenities like a firepit and a wet bar. Another recommended escape with a view is Sound View Greenport. It features pillow top mattresses and designer toiletries, and is around 2 miles from the center of Shelter Island Heights.
Why book your hotel with views in Shelter Island Heights with Expedia?
Wherever you base yourself in Shelter Island Heights, Expedia can help you find the best hotels with views. Chasing something budget friendly or upmarket, a property that comes with a particular amenity, or one that's in a popular area? Use Expedia's search filters to find your perfect pad. As for sensational deals? Well, we've got those too!
What is there to do in Shelter Island Heights near my hotel with views?
Once you've checked in to your hotel, get out and discover the awesome things Shelter Island Heights has on offer. Crescent Beach is a great attraction to add to your must-see list.

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