Book Hotels in Shelter Island Heights, NY

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Top Shelter Island Heights hotels

The Pridwin Hotel

The Pridwin Hotel

4 out of 5
81 Shore Road Shelter Island Heights NY
$511 nightly
The price is $584 total per night from Jun 7 to Jun 8
$584 total
Jun 7 - Jun 8
Total with taxes and fees
This smoke-free hotel features a private beach, a full-service spa, and a restaurant. Enjoy the gym and free perks like continental breakfast and free self parking. ...
"Beautiful, calm and serene. What a nostalgic experience. We’re going back next weekend. A perfect weekend getaway from manhattan"

Reviewed on May 12, 2026

Opens in a new windowThe Pridwin Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
$191 nightly
The price is $218 total per night from Jun 7 to Jun 8
$218 total
Jun 7 - Jun 8
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. If you want to take your pet along, this pet-friendly property ...
"Really nice place to stay - recommend it every much"

Reviewed on May 29, 2026

Opens in a new windowThe Bentley Hotel Southampton
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
$286 nightly
The price is $327 total per night from Jun 3 to Jun 4
$327 total
Jun 3 - Jun 4
Total with taxes and fees
3 outdoor tennis courts, an indoor pool, and a 24-hour gym are all featured at this smoke-free aparthotel. Enjoy the seasonal outdoor pool and perks like free ...
"It was a comfortable and welcoming historic property with pretty grounds and a lovely view."

Reviewed on May 29, 2026

Opens in a new windowMontauk Manor
Marram

Marram

4 out of 5
21 Oceanview Terrace Montauk NY
$600 nightly
The price is $686 total per night from Jun 7 to Jun 8
$686 total
Jun 7 - Jun 8
Total with taxes and fees
A seasonal outdoor pool, free self parking, and wedding services are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and luggage storage ...
"We had a wonderful stay at this beachfront hotel! The location was perfect, with beautiful ocean views and a relaxing atmosphere. The rooms were clean and comfortable, and the staff was friendly and helpful. We also enjoyed the delicious food and peaceful setting. Highly recommend for a memorable ..."

Reviewed on May 28, 2026

Opens in a new windowMarram
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
$266 nightly
The price is $306 total per night from Jun 11 to Jun 12
$306 total
Jun 11 - Jun 12
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and 3 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink ...
"The location and the amenities provided by the hotel was first classed"

Reviewed on May 27, 2026

Opens in a new windowWater's Edge Resort & Spa
Montauk Yacht Club

Montauk Yacht Club

4 out of 5
32 Star Island Rd Montauk NY
$499 nightly
The price is $570 total per night from Jun 7 to Jun 8
$570 total
Jun 7 - Jun 8
Total with taxes and fees
This hotel features a private beach, a marina, and 2 restaurants. Traveling on business? Take advantage of the 5 conference rooms, along with free WiFi in public ...
"Nice stay."

Reviewed on May 30, 2026

Opens in a new windowMontauk Yacht Club
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
$781 nightly
The price is $892 total per night from Jun 11 to Jun 12
$892 total
Jun 11 - Jun 12
Total with taxes and fees
This resort features a private beach, a full-service spa, and 2 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside ...
"Amazing resort. We had a great time at gurneys."

Reviewed on May 31, 2026

Opens in a new windowGurney's Montauk Resort & Seawater Spa
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Fully refundable
$102 nightly
The price is $117 total per night from Jun 7 to Jun 8
$117 total
Jun 7 - Jun 8
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers ...
"Pics are not what the rooms look like. Worn and tired. Mildew or mold in bathroom ceiling and upper wall. Way overpriced for the establishment and amenities. Asked for refund when arrived said not what expected and said couldn't do that due to third party booking. When I woke up in am saw small black ..."

Reviewed on Jun 1, 2026

Opens in a new windowPier Blue Inn Old Saybrook - Essex
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
$221 nightly
The price is $252 total per night from Jun 3 to Jun 4
$252 total
Jun 3 - Jun 4
Total with taxes and fees
This hotel's 2 outdoor tennis courts and outdoor pool are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in ...
"Overall, I had a pleasant stay at this hotel. The room was comfortable, clean upon arrival, and the staff were friendly and helpful when contacted. The only issue I encountered was that I wasn't aware daily housekeeping was not included during my stay. As a result, I had to call the front desk to ..."

Reviewed on May 30, 2026

Opens in a new windowThe Atlantic Hotel
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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.

Frequently asked questions

What are the top kid-friendly hotels in Shelter Island Heights?
Take some of the trials out of traveling with youngsters by booking a family-friendly hotel in Shelter Island Heights. From well-thought-out amenities to additional services, these stays feature perks that'll help make your visit an effortless one: House on Chase Creek will help make your break the most memorable one yet. It features an assortment of conveniences geared toward families, such as a nearby beach and front desk services. Otherwise, spend your Shelter Island Heights trip at Relax and Enjoy!. Make the most of a swimming pool, a playground and more here.
Where can I find cheap hotels in Shelter Island Heights?
At Travelocity you'll find really nice hotels in Shelter Island Heights at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Shelter Island Heights rather than in Shelter Island Heights. We may find you even better rates, too.
How do I find the best Shelter Island Heights hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Shelter Island Heights then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Shelter Island Heights?
The cheapest hotel in Shelter Island Heights is $117. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Shelter Island Heights?
There are 4,864 hotels in Shelter Island Heights on Travelocity.
What are the best hotels in Shelter Island Heights?
Shelter Island Heights has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Shelter Island Heights for you!
When is the best time to visit Shelter Island Heights?
If you want the joy of a fun-filled trip in peak season, visit Shelter Island Heights during March, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as April, November and December.
When is the cheapest time to stay in Shelter Island Heights?
Based on historic data is usually the cheapest month to visit Shelter Island Heights. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Shelter Island Heights?
There are multiple hotels in Shelter Island Heights that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Shelter Island Heights. We have plenty of kid-friendly hotels in Shelter Island Heights to choose from on Travelocity!
Why book a hotel in Shelter Island Heights through Travelocity?
Because we have the top hotels in Shelter Island Heights! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Shelter Island Heights on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Shelter Island Heights hotel reviews by fellow wanderers

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Posted 12 hours ago
Travelocity Verified Review
"Pics are not what the rooms look like. Worn and tired. Mildew or mold in bathroom ceiling and upper wall. Way overpriced for the establishment and amenities. Asked for refund when arrived said not what expected and said couldn't do that due to third party booking. When I woke up in am saw small black bug on side of sheet and advised clerk checking out. He insists the rooms are clean and not a bedbug. Google search suggests might be. Left bedclothes behind just in case and luggage will stay in garage when get home. Can't chance it. Said manager will look at room and call me, no call yet to confirm or deny type of bug. Your call whether to stay there or not, me never again."
A verified traveler stayed at Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex

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