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Top Shelter Island Heights hotels

The Pridwin Hotel
81 Shore Road Shelter Island Heights NY
$511 nightly
The price is $584 total per night from Jun 7 to Jun 8
$584 total
Jun 7 - Jun 8
Total with 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. ...
"Beautiful, calm and serene. What a nostalgic experience. We’re going back next weekend. A perfect weekend getaway from manhattan"
Reviewed on May 12, 2026

The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
$166 nightly
The price is $190 total per night from Jun 7 to Jun 8
$190 total
Jun 7 - Jun 8
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 ...
"Really nice place to stay - recommend it every much"
Reviewed on May 29, 2026

Montauk Manor
236 Edgemere St. Montauk NY
$286 nightly
The price is $327 total per night from Jun 2 to Jun 3
$327 total
Jun 2 - Jun 3
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 ...
"It was a comfortable and welcoming historic property with pretty grounds and a lovely view."
Reviewed on May 29, 2026

Marram
21 Oceanview Terrace Montauk NY
$530 nightly
The price is $606 total per night from Jun 2 to Jun 3
$606 total
Jun 2 - Jun 3
Total with 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 had a wonderful stay at this beachfront hotel! The location was perfect, with beautiful ocean views and a relaxing atmosphere. The rooms were clean and comfortable, and the staff was friendly and helpful. We also enjoyed the delicious food and peaceful setting. Highly recommend for a memorable ..."
Reviewed on May 28, 2026

Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
$266 nightly
The price is $306 total per night from Jun 11 to Jun 12
$306 total
Jun 11 - Jun 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 ...
"The location and the amenities provided by the hotel was first classed"
Reviewed on May 27, 2026

Montauk Yacht Club
32 Star Island Rd Montauk NY
$499 nightly
The price is $570 total per night from Jun 7 to Jun 8
$570 total
Jun 7 - Jun 8
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 ...
"Nice stay."
Reviewed on May 30, 2026

Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
$675 nightly
The price is $771 total per night from Jun 2 to Jun 3
$771 total
Jun 2 - Jun 3
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 ...
"Amazing resort. We had a great time at gurneys."
Reviewed on May 31, 2026

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
$98 nightly
The price is $112 total per night from Jun 7 to Jun 8
$112 total
Jun 7 - Jun 8
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 ...
"We used the place as a crash pad - easy to get to from the marina and close to "the main strip" . We did not have a car and it was a holiday weekend."
Reviewed on May 28, 2026

The Atlantic Hotel
1655 County Road 39 Southampton NY
$221 nightly
The price is $252 total per night from Jun 2 to Jun 3
$252 total
Jun 2 - Jun 3
Total with taxes and fees
This hotel's 2 outdoor tennis courts and outdoor pool are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in ...
"Overall, I had a pleasant stay at this hotel. The room was comfortable, clean upon arrival, and the staff were friendly and helpful when contacted. The only issue I encountered was that I wasn't aware daily housekeeping was not included during my stay. As a result, I had to call the front desk to ..."
Reviewed on May 30, 2026
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View all propertiesLowest 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.
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Recent Shelter Island Heights hotel reviews by fellow wanderers

Gurney's Montauk Resort & Seawater Spa
5 out of 5
Posted 11 hours ago
Travelocity Verified Review
"Amazing resort. We had a great time at gurneys."
A verified traveler stayed at Gurney's Montauk Resort & Seawater Spa
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