Top 10 Hotels with Pool & Accommodation in Shelter Island Heights from AU$132

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. Pier Blue Inn Old Saybrook - Essex : Resort, 13-minute walk from The Hamptons Beaches. Provides a seasonal outdoor pool, an indoor pool and a private beach. Gurney's Montauk Resort & Seawater Spa : Hotel, 5-minute walk from The Hamptons Beaches. Features 2 outdoor swimming pools, a children's pool and a private beach. Montauk Yacht Club : Offers a private beach, a seasonal outdoor pool and 2 bars. Sound View Greenport : Features a seasonal outdoor pool, an indoor pool and a private beach.

A pebbled beach with a sunset and a distant bridge.

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Our top choices for Shelter Island Heights hotels with a pool

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

13 Aug - 14 Aug

West Neck Guesthouse

Shelter Island Heights

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

includes taxes & fees

27 July - 28 July

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

20 Aug - 21 Aug

Suite, 1 Bedroom, Terrace, Harbour View | Terrace/patio

The Harbor Front Inn

Greenport

Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.

includes taxes & fees

4 Aug - 5 Aug

Sound View Greenport

Greenport

Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.

North Fork Resort

Greenport

includes taxes & fees

17 Aug - 18 Aug

Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas

Cliffside Resort Condominiums

Greenport

Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.

includes taxes & fees

22 July - 23 July

Desk, laptop workspace, iron/ironing board, rollaway beds

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

27 July - 28 July

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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

Saybrook Point Resort & Marina

10/10 Excellent

"We enjoyed a beautiful, spacious room, excellent food, and both the indoor and outdoor pools, together with the sauna and stream rom. All were first-rate."

The Atlantic Hotel

8/10 Good

"When first arriving, it looks a little aged, but we went into the room. It was clean and the air conditioner worked well. Front desk was helpful with questions. Did not get a chance to use the pool but it looked nice and clean. Though it was a little pricey for a Sunday to Monday stay even for the Hamptons."

Best Western Niantic - New London/Mystic Area

10/10 Excellent

"I am writing this review because Harleen saved the day. The room I first entered smelled of a perfume that made it impossible to breathe. I worried that it was the cleaning fluid. Harleen moved heaven and earth to get me into another room and it saved me. I was miserable due to the heat and the beach useless. The a/c is A++++. The mattress is okay. I l brought my own pillow as always. Bathroom nice. High ceilings. Don’t stay on 1st floor. Much nicer on 3rd. Breakfast terrible. But coffee good. Cute pool. Very clean with decent gym. Go eat at Flanders Market. Fantastic. ."

Budget Host East End

10/10 Excellent

"The rooms were clean and though the buildings were dated, it seems like it's been recently renovated and they are taking steps to upkeeping the rooms and maintenance though there is still some work to be done with the ceiling of the room and the carpeting coming undone in the rooms. I was traveling with my mother and our first room had a non cooling AC and had to be switched out thanks to Jose. Very kind staff. It switched our night around for sure. So glad they accommodated us when we needed it. It was a hot humid night, that would of not been fun. Thank you. Great convenient location too. Ended up enjoying our stay."

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. Pier Blue Inn Old Saybrook - Essex: Resort, 13-minute walk from The Hamptons Beaches. Provides a seasonal outdoor pool, an indoor pool and a private beach. Gurney's Montauk Resort & Seawater Spa: Hotel, 5-minute walk from The Hamptons Beaches. Features 2 outdoor swimming pools, a children's pool and a private beach. Montauk Yacht Club: Offers a private beach, a seasonal outdoor pool and 2 bars. Sound View Greenport: Features a seasonal outdoor pool, an indoor pool and a private beach.

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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