Shelter Island Heights Hotels with Pool, New York: Shelter Island Heights Hotel Guide

Q: What are some accommodation options with pools in Shelter Island Heights?

The Pridwin Hotel : Features a private beach, a seasonal outdoor pool and a full-service spa. Gurney's Montauk Resort & Seawater Spa : Resort, 13-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool and a private beach. Offshore Montauk : Hotel, 1-minute walk from The Hamptons Beaches. Provides a sauna, a seasonal outdoor pool and free self parking. Pier Blue Inn Old Saybrook - Essex : Offers a private beach, a seasonal outdoor pool and 2 bars. Sound View Greenport : Aparthotel, 14-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts.

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Our top choices for Shelter Island Heights hotels with a pool

Seasonal outdoor pool, pool umbrellas, pool loungers

The Pridwin Hotel

Shelter Island Heights

Splash into coastal luxury at this beachfront hotel with a seasonal pool, spa, and private beach access.

includes taxes & fees

14 Jul - 15 Jul

Shelter Island House

Shelter Island Heights

Relaxing seasonal pool oasis beckons at this Shelter Island retreat, where a poolside bar enhances sun-drenched afternoons.

includes taxes & fees

30 Jul - 31 Jul

West Neck Guesthouse

Shelter Island Heights

Charming B&B features seasonal outdoor pool and free bicycle rentals for guests.

includes taxes & fees

21 Jul - 22 Jul

Water's Edge Resort & Spa

Westbrook Center

Pristine waters await at this coastal retreat with private beach access and year-round pools.

includes taxes & fees

9 Jul - 10 Jul

Clinton Motel

Clinton

Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.

includes taxes & fees

13 Jul - 14 Jul

Quality Inn Old Saybrook - Westbrook

Old Saybrook

Plunge into pool paradise at this welcoming hotel with sun loungers and a relaxing indoor retreat.

includes taxes & fees

28 Jul - 29 Jul

Indoor pool, 2 outdoor pools, open 5:00 AM to 10:00 PM, pool umbrellas

Saybrook Point Resort & Marina

Old Saybrook Center

Swim into serenity with three breathtaking pools and luxurious loungers for perfect poolside days at this resort.

includes taxes & fees

21 Jul - 22 Jul

Individually decorated, individually furnished, desk, laptop workspace

Econo Lodge Inn & Suites Old Saybrook Westbrook

Old Saybrook

Soak in the serenity at this garden-view pool retreat offering refreshing summer escapes amid recently refreshed accommodation.

includes taxes & fees

14 Jul - 15 Jul

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Choose what matters most at hotels with a pool in Shelter Island Heights

Breakfast included

4 stars

Top Shelter Island Heights Hotel Reviews

Best Western Niantic - New London/Mystic Area

8/10 Good

"The room was clean, the beds were white and clean. Staff was very helpful, we have enjoyed using the side door to enter on the first floor. Air conditioning was excellent!"

Frequently asked questions

What's it like visiting Shelter Island Heights?

If taking it easy by the pool is your idea of a great getaway, you may want to consider Shelter Island Heights, which offers 10 places to stay with pools. During your trip, you can explore sights such as Sunset Beach and Crescent Beach, and then relax poolside at one of the accommodation options in Shelter Island Heights that guests like for their pools.

What are some accommodation options with pools in Shelter Island Heights?

The Pridwin Hotel: Features a private beach, a seasonal outdoor pool and a full-service spa. Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool and a private beach. Offshore Montauk: Hotel, 1-minute walk from The Hamptons Beaches. Provides a sauna, a seasonal outdoor pool and free self parking. Pier Blue Inn Old Saybrook - Essex: Offers a private beach, a seasonal outdoor pool and 2 bars. Sound View Greenport: Aparthotel, 14-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts.

How many pool hotels will I find in Shelter Island Heights?

Expedia has 10 hotels in Shelter Island Heights for your poolside break.

What is there to see and do in Shelter Island Heights?

Explore places such as The Hamptons Beaches while you're in the area. Enjoy a stroll along the shore at Sunset Beach and Crescent Beach. Take in the natural beauty of Shelter Island Heights with the island views and beaches.

When is the best time to book a hotel with a pool in Shelter Island Heights?

You may want to think about a place to stay that has an outdoor pool if you plan to visit Shelter Island Heights in the warmest months of August, July or September, when the average temp is 21°C. Accommodation offering an indoor pool may be the way to go if you come to town during the coldest months of January, February or March, when the average temp is 3°C.

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