Book Hotels in Shelter Island, NY
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Top Shelter Island hotels

Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is $479 total per night from Jul 31 to Aug 1
$479 total
per night
Jul 31 - Aug 1
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

Montauk Blue Hotel
108 South Emerson Avenue, Montauk, NY
The price is $490 total per night from Jul 27 to Jul 28
$490 total
per night
Jul 27 - Jul 28
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

Beachcomber Resort at Montauk
727 Old Montauk Highway, Montauk, NY
The price is $640 total per night from Jul 28 to Jul 29
$640 total
per night
Jul 28 - Jul 29
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

Montauk Manor
236 Edgemere St., Montauk, NY
The price is $549 total per night from Aug 6 to Aug 7
$549 total
per night
Aug 6 - Aug 7
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

Marram
21 Oceanview Terrace, Montauk, NY
The price is $899 total per night from Aug 3 to Aug 4
$899 total
per night
Aug 3 - Aug 4
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

Montauk Yacht Club
32 Star Island Rd, Montauk, NY
The price is $885 total per night from Aug 6 to Aug 7
$885 total
per night
Aug 6 - Aug 7
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

Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway, Montauk, NY
The price is $1,218 total per night from Aug 3 to Aug 4
$1,218 total
per night
Aug 3 - Aug 4
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

Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is $127 total per night from Aug 3 to Aug 4
$127 total
per night
Aug 3 - Aug 4
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

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is $93 total per night from Aug 24 to Aug 25
$93 total
per night
Aug 24 - Aug 25
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
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.
Hotels in Shelter Island with star-rating
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5 Star Hotels
2 properties
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Recent Shelter Island hotel reviews by fellow wanderers

Montauk Blue Hotel
5 out of 5
Posted 22 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
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