Book Hotels in Shelter Island, NY

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Top Shelter Island hotels

Offshore Montauk

Offshore Montauk

4 out of 5
71 S Emerson Ave Montauk NY
$516 nightly
The price is $590 total per night from Sep 7 to Sep 8
$590 total
Sep 7 - Sep 8
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 ...
"Beautiful property in an excellent location. Across the street from a beautiful beach where there are very helpful and friendly staff to set up your beach chairs and umbrellas. The hotel feels new with a beautiful wellness center with showers, a gym, saunas and cold plunges. The rooms are very clean ..."

Reviewed on Aug 27, 2026

Opens in a new windowOffshore Montauk
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
$314 nightly
The price is $359 total per night from Sep 10 to Sep 11
$359 total
Sep 10 - Sep 11
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 ...
"I really liked the hotel. They were friendly and knowledgeable. Breakfast was good and healthy. The jacuzzi was just what I needed. Shuttle service was very good. Loved the deer spotting and sunset viewing. Very good room service."

Reviewed on Aug 26, 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
$266 nightly
The price is $306 total per night from Aug 31 to Sep 1
$306 total
Aug 31 - Sep 1
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 ...
"Just an outstanding hotel in a breathtakingly beautiful setting!! I couldn’t be more impressed & look forward to returning! 10 stars!!"

Reviewed on Aug 26, 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
$442 nightly
The price is $505 total per night from Sep 27 to Sep 28
$505 total
Sep 27 - Sep 28
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 ...
"Thank you for good service"

Reviewed on Aug 27, 2026

Opens in a new windowMontauk Yacht Club
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
$83 nightly
The price is $95 total per night from Aug 30 to Aug 31
$95 total
Aug 30 - Aug 31
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 ...
"Spider in my bed . Key didn’t work couldn’t get my things and refrigerator was full of my food"

Reviewed on Aug 25, 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
$201 nightly
The price is $230 total per night from Sep 28 to Sep 29
$230 total
Sep 28 - Sep 29
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 ...
"This hotel is a dump and needs a complete overhaul. The paint is peeling the bathrooms are miniature and toilets don’t work. There is no maid service and they lie on their ad about taking guests to the shore it really should be torn down."

Reviewed on Aug 25, 2026

Opens in a new windowThe Atlantic Hotel
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$349 nightly
The price is $398 total per night from Sep 15 to Sep 16
$398 total
Sep 15 - Sep 16
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 ...
Opens in a new windowSound View Greenport
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
$950 nightly
The price is $1,086 total per night from Sep 7 to Sep 8
$1,086 total
Sep 7 - Sep 8
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 ...
Opens in a new windowGurney's Montauk Resort & Seawater Spa
Marram

Marram

4 out of 5
21 Oceanview Terrace Montauk NY
$482 nightly
The price is $551 total per night from Sep 21 to Sep 22
$551 total
Sep 21 - Sep 22
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?
From carefully considered amenities to rooms with bunk beds, kid-friendly hotels come with features that can help transform a routine family vacation into an extraordinary one. These Shelter Island properties make getting away with children a breeze: You'll be well looked after at Beautifully renovated Farmhouse sitting on a lush property. It comes with a nearby beach, a travel crib and a flair for making families feel at home. Alternatively, spend your Shelter Island getaway at Paradise found on Shelter Island. Make the most of a playground, a nearby beach and more here.
Where can I find cheap hotels in Shelter Island?
At Travelocity you'll find really nice hotels in Shelter Island 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 rather than in Shelter Island. We may find you even better rates, too.
How do I find the best Shelter Island hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Shelter Island 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?
The cheapest hotel in Shelter Island is $95. 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?
There are 4,699 hotels in Shelter Island on Travelocity.
What are the best hotels in Shelter Island?
Shelter Island 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 for you!
When is the best time to visit Shelter Island?
If you want the joy of a fun-filled trip in peak season, visit Shelter Island during May, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, October and December.
When is the cheapest time to stay in Shelter Island?
Based on historic data is usually the cheapest month to visit Shelter Island. 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?
There are multiple hotels in Shelter Island 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. We have plenty of kid-friendly hotels in Shelter Island to choose from on Travelocity!
Why book a hotel in Shelter Island through Travelocity?
Because we have the top hotels in Shelter Island! 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 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 hotel reviews by fellow wanderers

Offshore Montauk

Offshore Montauk

5 out of 5
Posted 12 hours ago
Travelocity Verified Review
"Beautiful property in an excellent location. Across the street from a beautiful beach where there are very helpful and friendly staff to set up your beach chairs and umbrellas. The hotel feels new with a beautiful wellness center with showers, a gym, saunas and cold plunges. The rooms are very clean and spacious. Worth the price"
A verified traveler stayed at Offshore Montauk
Offshore Montauk

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