Book Hotels in Shelter Island, NY
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Top Shelter Island hotels

The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $155 total per night from Apr 5 to Apr 6
$155 total
Apr 5 - Apr 6
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. If you want to take your pet along, this pet-friendly property ...
Very good
Reviewed on Mar 24, 2026

Montauk Manor
236 Edgemere St. Montauk NY
$168 nightly
The price is $192 total per night from Apr 13 to Apr 14
$192 total
Apr 13 - Apr 14
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 ...
clean room
Reviewed on Mar 26, 2026

Montauk Blue Hotel
108 South Emerson Avenue Montauk NY
$183 nightly
The price is $209 total per night from Apr 26 to Apr 27
$209 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel features an indoor pool and a hot tub. A terrace, a picnic area, and luggage storage are also on offer.
Great view of sunrise and sunset
Reviewed on Jan 19, 2026

Hyatt Place Long Island East End
451 East Main Street Riverhead NY
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $124 total per night from Mar 29 to Mar 30
$124 total
Mar 29 - Mar 30
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 ...
Did not use
Reviewed on Mar 27, 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 Apr 6 to Apr 7
$281 total
Apr 6 - Apr 7
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 ...
The room was perfect, staff was excellent, parking was right next to my room. Best Breakfast Sausage ever.
Reviewed on Mar 24, 2026

The Harbor Front Inn
209 Front St Greenport NY
$183 nightly
The price is $209 total per night from Apr 13 to Apr 14
$209 total
Apr 13 - Apr 14
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 ...
Perfect
Reviewed on Mar 26, 2026

Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
$419 nightly
The price is $479 total per night from Mar 29 to Mar 30
$479 total
Mar 29 - Mar 30
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 ...
Fabulous location. Woke up to the sound of waves every morning. A short walk from the room to the beach.
Reviewed on Mar 26, 2026

Sound View Greenport
58775 County Rd 48 Greenport NY
$193 nightly
The price is $220 total per night from Mar 29 to Mar 30
$220 total
Mar 29 - Mar 30
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 ...
Lovely hotel. Amazing location. Gorgeous views. Breakfast was good continental. It rained hard and we had some water leaking in the door from the back deck. Mentioned it to the front desk when we checked out. Could’ve posed a Could’ve posed a slipping hazard.Otherwise, I would’ve given five ...
Reviewed on Mar 23, 2026

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
$78 nightly
The price is $90 total per night from Mar 29 to Mar 30
$90 total
Mar 29 - Mar 30
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 ...
It smells like cigarettes
Reviewed on Mar 26, 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 13 hours ago
Travelocity Verified Review
"Did not use "
A verified traveler stayed at Hyatt Place Long Island East End
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