Hotels with Swimming Pool, Shelter Island Heights New York

Q: What are some accommodations 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. Sound View Greenport : Features a private beach, a seasonal outdoor pool, and 2 bars. Montauk Manor : Aparthotel, 14-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts.

Check availability on Shelter Island Heights Hotels with Swimming Pool

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Our top choices for Shelter Island Heights hotels with a pool

Seasonal outdoor pool, pool umbrellas, sun loungers

The Pridwin Hotel

Shelter Island Heights

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

P53,657 total

includes taxes & fees

Jul 15 - Jul 16

Shelter Island House

Shelter Island Heights

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

P22,269 total

includes taxes & fees

Jul 7 - Jul 8

West Neck Guesthouse

Shelter Island Heights

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

P21,971 total

includes taxes & fees

Jul 15 - Jul 16

Clinton Motel

Clinton

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

P6,521 total

includes taxes & fees

Jul 6 - Jul 7

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Best Western Niantic - New London/Mystic Area

Niantic

Scenic oasis awaits at Niantic hotel featuring seasonal pool, sun loungers, and umbrella-shaded areas.

P7,878 total

includes taxes & fees

Jul 5 - Jul 6

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 accommodations.

P5,681 total

includes taxes & fees

Jul 9 - Jul 10

North Fork Resort

Greenport

P26,174 total

includes taxes & fees

Jul 14 - Jul 15

Quality Inn Old Saybrook - Westbrook

Old Saybrook

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

P8,335 total

includes taxes & fees

Jul 22 - Jul 23

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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

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent

"Beautiful room and location!"

Best Western Niantic - New London/Mystic Area

10/10 Excellent

"This was the last stay in a week-long road trip. This hotel was the best we were at. The room was clean, the breakfast was great, and it was obvious that all facets of the hotel have been updated recently. All in all, this is a great hotel that I would definitely stay at again."

Frequently asked questions

What's it like visiting Shelter Island Heights?

If lounging by a pool is your idea of a great vacation, you may want to check out Shelter Island Heights, which has 10 places to stay with pools. While you're visiting, you can explore sights such as Sunset Beach and Crescent Beach, and then kick back and relax poolside at one of the accommodations in Shelter Island Heights that guests like for their pools.

What are some accommodations 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. Sound View Greenport: Features a private beach, a seasonal outdoor pool, and 2 bars. Montauk Manor: Aparthotel, 14-minute walk from The Hamptons Beaches. Offers 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 like 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 with an outdoor swimming pool if you will be visiting Shelter Island Heights in the warmest months of August, July, or September when the average temp is 70°F. Lodging offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or March when the average temp is 38°F.

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