Book Hotels in Shelter Island, NY

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Top Shelter Island hotels

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
$419 nightly
The price is $479 total per night from Aug 12 to Aug 13
$479 total
Aug 12 - Aug 13
Total includes taxes and fees
A full-service spa, a marina, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public ...
"Rooms were large and spacious but quite dark. The Choo Choo lounge and the outside bar were very pleasant. The onsite dining restaurant was disappointing, food was below expectations and did not live up to their rating. Staff were all very pleasant. Parking was a difficult but it is high season."

Reviewed on Jul 21, 2025

Saybrook Point Resort & Marina
Montauk Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue, Montauk, NY
$429 nightly
The price is $490 total per night from Jul 27 to Jul 28
$490 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel features an indoor pool and a hot tub. WiFi in public areas is free. Self parking, a terrace, and a picnic area are also offered.
"Our stay was lovely. We had an Ocean view corner room which was a little far from where they put out chairs for the hotel residents, but we had our own. The service was excellent . The location of the Blue is excellent, no need to use a car when going into town."

Reviewed on Jul 23, 2025

Montauk Blue Hotel
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

3 out of 5
727 Old Montauk Highway, Montauk, NY
$564 nightly
The price is $640 total per night from Jul 28 to Jul 29
$640 total
Jul 28 - Jul 29
Total includes taxes and fees
This hotel features a gym and an outdoor tennis court. Enjoy the seasonal outdoor pool and perks like free WiFi. A sauna is also provided.
"Beachcomber was perfect! We had a blast and will definitely stay here again"

Reviewed on Jul 20, 2025

Beachcomber Resort at 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 Aug 6 to Aug 7
$549 total
Aug 6 - Aug 7
Total includes 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 ...
"Not very walkable but the shuttle makes up for it. Pool is very nice too, a break from the crowded beaches"

Reviewed on Jul 21, 2025

Montauk Manor
Marram

Marram

4 out of 5
21 Oceanview Terrace, Montauk, NY
$787 nightly
The price is $899 total per night from Aug 3 to Aug 4
$899 total
Aug 3 - Aug 4
Total includes 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 ...
"Great spot on the beach and walkable to town."

Reviewed on Jul 22, 2025

Marram
Montauk Yacht Club

Montauk Yacht Club

4 out of 5
32 Star Island Rd, Montauk, NY
$775 nightly
The price is $885 total per night from Aug 6 to Aug 7
$885 total
Aug 6 - Aug 7
Total includes 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 ...
"Very nice restaurant."

Reviewed on Jul 19, 2025

Montauk Yacht Club
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway, Montauk, NY
$1,066 nightly
The price is $1,218 total per night from Aug 3 to Aug 4
$1,218 total
Aug 3 - Aug 4
Total includes 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 ...
"the property is beautiful however there was construction being done upon the premises and certain areas were closed off"

Reviewed on Jul 14, 2025

Gurney's Montauk Resort & Seawater Spa
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $127 total per night from Aug 3 to Aug 4
$127 total
Aug 3 - Aug 4
Total includes taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
"Just a little tired looking, but very nice staff. Everything went well. Thank you. Good value for everything."

Reviewed on Jul 21, 2025

Quality Inn Old Saybrook - Westbrook
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $93 total per night from Aug 24 to Aug 25
$93 total
Aug 24 - Aug 25
Total includes 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 ...
"Very convenient to the beaches and very clean room. I had some trouble with the door lock but nothing major. I'm a doofus. Will definitely return."

Reviewed on Jul 16, 2025

Pier Blue Inn Old Saybrook - Essex
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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 $93. 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 4,832 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

Montauk Blue Hotel

Montauk Blue Hotel

5 out of 5
Posted 18 hours ago
Travelocity Verified Review
"Our stay was lovely. We had an Ocean view corner room which was a little far from where they put out chairs for the hotel residents, but we had our own. The service was excellent . The location of the Blue is excellent, no need to use a car when going into town."
A verified traveler stayed at Montauk Blue Hotel
Montauk Blue Hotel
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