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
$651 nightly
The price is $744 total per night from Jul 19 to Jul 20
$744 total
Jul 19 - Jul 20
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. ...
"The hotel itself, grounds rooms were beautiful, clean and very convenient and located. Views were beautiful from the oceanfront room that we had. The problem is with the food. The restaurant should be called the Mid wyn The breakfast was absolutely mediocre. The eggs were sitting there from 7 AM, ..."

Reviewed on Jul 15, 2026

Opens in a new windowThe Pridwin Hotel
Offshore Montauk

Offshore Montauk

4 out of 5
71 S Emerson Ave Montauk NY
$474 nightly
The price is $542 total per night from Jul 20 to Jul 21
$542 total
Jul 20 - Jul 21
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Enjoy the sauna and perks like free self parking and free WiFi. Express check-out and luggage storage ...
"Great modern property"

Reviewed on Jul 15, 2026

Opens in a new windowOffshore Montauk
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
$481 nightly
The price is $549 total per night from Jul 30 to Jul 31
$549 total
Jul 30 - Jul 31
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 ...
"Rooms and facilty were clean and room was reasonably spacious. Comfortable bed. Nice kitchenette and balcony. Breakfast in b the restaurant was good. Outdoor pool very nice and heated. Close to most areas of interest. Shuttle available but we did not use."

Reviewed on Jul 9, 2026

Opens in a new windowMontauk Manor
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
$314 nightly
The price is $361 total per night from Aug 12 to Aug 13
$361 total
Aug 12 - Aug 13
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 ...
"Very nice place would stay again."

Reviewed on Jul 14, 2026

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

Montauk Yacht Club

4.5 out of 5
32 Star Island Rd Montauk NY
$721 nightly
The price is $824 total per night from Jul 30 to Jul 31
$824 total
Jul 30 - Jul 31
Total with taxes and fees
This luxury hotel features a private beach, a marina, and 2 restaurants. Traveling on business? Take advantage of the 5 conference rooms, along with free WiFi ...
"Lackluster staff service while somehow still being pretentious. There are better places to visit and better places to stay."

Reviewed on Jul 13, 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
$1,215 nightly
The price is $1,388 total per night from Jul 21 to Jul 22
$1,388 total
Jul 21 - Jul 22
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 ...
"Love the Dolce Cabana beach area, store and upstairs bar area!"

Reviewed on Jul 15, 2026

Opens in a new windowGurney's Montauk Resort & Seawater Spa
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$514 nightly
The price is $588 total per night from Aug 5 to Aug 6
$588 total
Aug 5 - Aug 6
Total with taxes and fees
A private beach and a restaurant are featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with ...
"Location was the best. Enjoyed using the pool. View from the room of the Long Island sound was incredible. We had dinner at Haylard restaurant. On the premises and it was delicious."

Reviewed on Jul 14, 2026

Opens in a new windowSound View Greenport
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
$92 nightly
The price is $105 total per night from Jul 19 to Jul 20
$105 total
Jul 19 - Jul 20
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 ...
"Still the same wonderful little place as the last time I stayed here!"

Reviewed on Jul 11, 2026

Opens in a new windowPier Blue Inn Old Saybrook - Essex
Marram

Marram

4 out of 5
21 Oceanview Terrace Montauk NY
$830 nightly
The price is $948 total per night from Jul 19 to Jul 20
$948 total
Jul 19 - Jul 20
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 ...
Opens in a new windowMarram
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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 $105. 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 4,765 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

North Fork Resort

North Fork Resort

5 out of 5
Posted 4 hours ago
Travelocity Verified Review
"PROPERTY WAS CLEAN WITH EXCELLENT CARE FOR COTTAGE POOL AND GROUNDS"
A verified traveler stayed at North Fork Resort
North Fork Resort

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