Book Hotels in Shelter Island Heights, NY
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Top Shelter Island Heights hotels

The Pridwin Hotel
81 Shore Road, Shelter Island Heights, NY
$514 nightly
The price is $587 total per night from Aug 5 to Aug 6
$587 total
Aug 5 - Aug 6
Total includes 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. ...
"Lovely hotel/ resort. Look forward to going again!"
Reviewed on Jun 24, 2025

Montauk Blue Hotel
108 South Emerson Avenue, Montauk, NY
$429 nightly
The price is $490 total per night from Jul 13 to Jul 14
$490 total
Jul 13 - Jul 14
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.
Ocean front room
"Stayed in an ocean front room. Everything about this hotel was nice except the room didn’t seem very clean upon arrival. Hair in the shower, the bathroom counter top didn’t look like it was wiped down, finger prints on the mirror, dirt stains on the skirt of the bed. Only other complaint is the upkeep ..."
Reviewed on Jul 9, 2025

The Chequit
23 Grand Ave, Shelter Island Heights, NY
$543 nightly
The price is $621 total per night from Jul 27 to Jul 28
$621 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A restaurant and a coffee shop are also provided.
"we loved it!"
Reviewed on Jul 9, 2025

Marram
21 Oceanview Terrace, Montauk, NY
$689 nightly
The price is $787 total per night from Jul 16 to Jul 17
$787 total
Jul 16 - Jul 17
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 ...
"We loved our stay at Marram! The property is a little slice of beach magic. The location was absolutely perfect, and the private beach was exactly what we were hoping for. Tranquil and beautiful, they have effortlessly blended luxury into the unpretentious surf town vibes that Montauk is known for. ..."
Reviewed on Jul 10, 2025

Montauk Yacht Club
32 Star Island Rd, Montauk, NY
$666 nightly
The price is $761 total per night from Jul 27 to Jul 28
$761 total
Jul 27 - Jul 28
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 ...
"Excellent"
Reviewed on Jul 10, 2025

Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway, Montauk, NY
$1,071 nightly
The price is $1,224 total per night from Jul 30 to Jul 31
$1,224 total
Jul 30 - Jul 31
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 ...
"We were able to check in early. Nice staff"
Reviewed on Jun 23, 2025

Sleep Inn & Suites Niantic
5 King Arthur Dr, Niantic, CT
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $108 total per night from Jul 27 to Jul 28
$108 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. ...
"Me and my family enjoyed the stay here over the weekend. The breakfast options were not to great but the staff made up for it by being very friendly and kind. Some of the front staff were not very friendly or approachable. But for the most part it was great for the price we paid. Thank you!"
Reviewed on Jul 6, 2025

Quality Inn Old Saybrook - Westbrook
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. ...
"Very satisfied"
Reviewed on Jul 9, 2025

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $93 total per night from Jul 27 to Jul 28
$93 total
Jul 27 - Jul 28
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 ...
"The roadside in exceeded my expectations in all areas"
Reviewed on Jul 9, 2025
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Recent Shelter Island Heights hotel reviews by fellow wanderers

Offshore Montauk
5 out of 5
Posted 15 hours ago
Travelocity Verified Review
"Great experience! Very clean felt upscale ! Staff was great! "
A verified traveler stayed at Offshore Montauk
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