Book Hotels in Shelter Island, NY
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Top Shelter Island hotels

Montauk Blue Hotel
108 South Emerson Avenue Montauk NY
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.
Great view of sunrise and sunset
Reviewed on Jan 19, 2026

Montauk Manor
236 Edgemere St. Montauk NY
$148 nightly
The price is $169 total per night from Feb 23 to Feb 24
$169 total
Feb 23 - Feb 24
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 ...
The room was lovely, the little kitchenette is great. Very quiet and I love the balcony. The staff are great and the restaurant staff at Montis are fantastic
Reviewed on Feb 1, 2026

Hyatt Place Long Island East End
451 East Main Street Riverhead NY
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $128 total per night from Feb 11 to Feb 12
$128 total
Feb 11 - Feb 12
Total with taxes and fees
A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and ...
Clean cozy always enjoy our stay
Reviewed on Feb 7, 2026

Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
$244 nightly
The price is $281 total per night from Feb 11 to Feb 12
$281 total
Feb 11 - Feb 12
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 ...
Great room and staff
Reviewed on Jan 14, 2026

The Harbor Front Inn
209 Front St Greenport NY
$163 nightly
The price is $186 total per night from Feb 17 to Feb 18
$186 total
Feb 17 - Feb 18
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free continental ...
Lovely hotel with great location in town. Great free breakfast and wonderful staff. We will return!
Reviewed on Feb 6, 2026

Sound View Greenport
58775 County Rd 48 Greenport NY
$159 nightly
The price is $182 total per night from Feb 25 to Feb 26
$182 total
Feb 25 - Feb 26
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 ...
This is our fourth trip back to the Soundview Inn, and we are big fans! The atmosphere is simple, modern, with a laid-back vibe. The rooms are well appointed and are finished with an indoor/outdoor use in mind. The room can be chilly in the winter, but it’s easy to get cozy. The included breakfast ...
Reviewed on Jan 10, 2026

Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
$368 nightly
The price is $420 total per night from Feb 22 to Feb 23
$420 total
Feb 22 - Feb 23
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 ...
Room was spotless, staff were great and the resort is top notch!!
Reviewed on Feb 2, 2026

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $91 total per night from Feb 11 to Feb 12
$91 total
Feb 11 - Feb 12
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 ...
Room was clean and warm and the staff was very friendly
Reviewed on Feb 1, 2026

Quality Inn Old Saybrook - Westbrook
100 Essex Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $116 total per night from Feb 16 to Feb 17
$116 total
Feb 16 - Feb 17
Total with 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. ...
Hotel was very clean, staff was wonderful and the pool was so relaxing. It was a quick visit but definitely would stay again if I was in that area.
Reviewed on Jan 28, 2026
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
Check Shelter Island Hotels by Star Rating

5 Star Hotels
2 properties
Frequently asked questions
Recent Shelter Island hotel reviews by fellow wanderers

Hyatt Place Long Island East End
5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Clean cozy always enjoy our stay "
A verified traveler stayed at Hyatt Place Long Island East End
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