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
$140 nightly
The price is $160 total per night from Apr 19 to Apr 20
$160 total
Apr 19 - Apr 20
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 ...
What a surprise?Amazing room, really well done on the renovation, beautiful property. Amenity bag with great snacks at check in.I was really surprised at this place, they know what they're doing
Reviewed on Apr 18, 2026

Offshore Montauk
71 S Emerson Ave Montauk NY
$258 nightly
The price is $295 total per night from Apr 27 to Apr 28
$295 total
Apr 27 - Apr 28
Total with taxes and fees
This hotel features an outdoor pool and a gym. Enjoy the steam room and perks like free self parking and free WiFi. Express check-out and luggage storage are ...
Very nice rooms! Clean and the location is great!
Reviewed on Apr 12, 2026

Montauk Manor
236 Edgemere St. Montauk NY
$168 nightly
The price is $192 total per night from Apr 20 to Apr 21
$192 total
Apr 20 - Apr 21
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 ...
We stayed in a 1 bedroom deluxe loft. Only downfall is how much and how loud the noise travels throughout the unit. Next stay will definitely be a 2 bedroom.
Reviewed on Apr 17, 2026

Hyatt Place Long Island East End
451 East Main Street Riverhead NY
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $154 total per night from Apr 29 to Apr 30
$154 total
Apr 29 - Apr 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 ...
Good breakfast clean room
Reviewed on Apr 16, 2026

Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
$253 nightly
The price is $291 total per night from Apr 22 to Apr 23
$291 total
Apr 22 - Apr 23
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 ...
pleasant visit staff very friendly
Reviewed on Apr 16, 2026

Montauk Yacht Club
32 Star Island Rd Montauk NY
$361 nightly
The price is $412 total per night from May 3 to May 4
$412 total
May 3 - May 4
Total with 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 ...
Great stay.
Reviewed on Apr 16, 2026

Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
$541 nightly
The price is $618 total per night from Apr 20 to Apr 21
$618 total
Apr 20 - Apr 21
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 ...
Our family of four stayed for 3 nights in a two bedroom suite with ocean views. We booked it last minute for spring break. Overall, we had an amazing time and enjoyed our stay despite the cold temps. The room was clean. I saw no obvious signs of aging of furniture, fittings and walls - a huge plus ...
Reviewed on Apr 14, 2026

Sound View Greenport
58775 County Rd 48 Greenport NY
$244 nightly
The price is $279 total per night from May 3 to May 4
$279 total
May 3 - May 4
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 ...
View is stunning but rooms feel dated. Bathroom is extremely tiny and terrace had uncomfortable furniture.
Reviewed on Apr 18, 2026

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
$91 nightly
The price is $104 total per night from Apr 26 to Apr 27
$104 total
Apr 26 - Apr 27
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 ...
Yes
Reviewed on Apr 15, 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
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Recent Shelter Island hotel reviews by fellow wanderers

Sound View Greenport
2 out of 5
Posted 2 hours ago
Travelocity Verified Review
"View is stunning but rooms feel dated. Bathroom is extremely tiny and terrace had uncomfortable furniture."
A verified traveler stayed at Sound View Greenport
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