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Find Hotels with a Pool in Shelter Island Heights, NY

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Top Shelter Island Heights Hotels with a Pool

Wainscott Woods Retreat

2.5 star property
8.0 out of 10, Very Good, (2)
"HIDDEN GEM IN THE HEART OF HAMPTONS! What a special place to stay in the Hamptons! I am so happy we found this wonderful gem! This hotel is clean, quiet and well managed. The pool is beautiful the rooms are modern, sleek and clean! The grounds are beautifully manicured. The location is perfect! This new hotel has the charm of a bed and breakfast. The hotel is a short car ride from either East Hampton or Southampton which is perfect if you chose to explore all the little towns the Hampton's has...
The price is NT$6,968
NT$7,961 total
includes taxes & fees
Oct 21 - Oct 22
Wainscott Woods Retreat

Best Western Niantic - New London/Mystic Area

2.5 star property
9.0 out of 10, Wonderful, (373)
"Great location, very clean and perfect if you are visiting CGA nearby"
The price is NT$2,803
NT$3,223 total
includes taxes & fees
Sep 29 - Sep 30
Best Western Niantic - New London/Mystic Area

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (276)
"Great stay. Fantastic location. Wonderful motel providing everything you need. Clean, comfortable and excellent value."
The price is NT$2,366
NT$2,721 total
includes taxes & fees
Oct 26 - Oct 27
Clinton Motel

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (77)
"Shelter Island is definitely a gem"
The Pridwin Hotel

Shelter Island House

3.5 star property
8.4 out of 10, Very Good, (56)
"We liked the areas for sitting outside, to sit with a coffee, talk and relax. It was convenient to have a fridge. A very different accommodation but typical for the island. We enjoyed our stay!"
The price is NT$6,097
NT$6,965 total
includes taxes & fees
Sep 28 - Sep 29
Shelter Island House

West Neck Guesthouse

3.5 star property
8.0 out of 10, Very Good, (37)
"Great property! Close to beach and super clean. "
The price is NT$9,511
NT$10,867 total
includes taxes & fees
Oct 2 - Oct 3
West Neck Guesthouse

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (341)
"Return visitor. Great stay."
The price is NT$5,382
NT$6,149 total
includes taxes & fees
Oct 5 - Oct 6
The Bentley Hotel Southampton

Sleep Inn & Suites Niantic

2.5 star property
8.4 out of 10, Very Good, (1015)
"Nice place, have stayed here a few times, decent breakfast , clean and the bed was really comfortable "
The price is NT$2,549
NT$2,932 total
includes taxes & fees
Oct 8 - Oct 9
Sleep Inn & Suites Niantic

Offshore Montauk

2.0 star property
9.2 out of 10, Wonderful, (50)
"The accommodations were beautifully modern & clean. The staff was very friendly & hospitable. We loved it! It was perfect for our getaway!"
The price is NT$4,615
NT$8,738 total
includes taxes & fees
Oct 19 - Oct 20
Offshore Montauk
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.

Top Shelter Island Heights Hotel Reviews

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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. The Chequit: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool, and a private beach. Pier Blue Inn Old Saybrook - Essex: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Gurney's Montauk Resort & Seawater Spa: Hotel, 1-minute walk from The Hamptons Beaches. Features sun loungers, an indoor pool, and complimentary wireless internet access. Best Western Niantic - New London/Mystic Area: Offers a private beach, a seasonal outdoor pool, and 2 bars.
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?
Spend some time experiencing the great outdoors at Sunset Beach and Crescent Beach. Discover sights such as Shelter Island Country Club, Sylvester Manor, and Menhadden Lane Beach during your stay. 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.