Search Hotels with Pool in Shelter Island Heights

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Check availability on Shelter Island Heights Hotels with Pool

Our top choices for Shelter Island Heights hotels with a pool

Seasonal outdoor pool

The Hermitage

The Hermitage
3.5 star property
Amagansett
9.2 out of 10, Wonderful, (166 reviews)
"Beautifully situated on dunes and beach. Attentive staff, Apartments are well appointed."
United States
Anthony
The price is ฿4,960
฿6,709 total
includes taxes & fees
12 Apr - 13 Apr
The Hermitage
Outdoor pool

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (115 reviews)
"Hotel was beautiful !!"
United States
Erica
The price is ฿3,669
฿5,998 total
includes taxes & fees
16 Mar - 17 Mar
Offshore Montauk
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (457 reviews)
"Excellent host & very clean stay! Host was very helpful with info about area & very accommodating!!"
United States
Lisa
The price is ฿3,133
฿4,050 total
includes taxes & fees
13 Mar - 14 Mar
Hamlet Inn
Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,001 reviews)
"Hotel was very clean, staff was wonderful and the pool was so relaxing. It was a quick visit but definitely would stay again if I was in that area. "
United States
Kathleen
The price is ฿2,928
฿3,368 total
includes taxes & fees
22 Mar - 23 Mar
Quality Inn Old Saybrook - Westbrook
Seasonal outdoor pool

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (303 reviews)
"I enjoyed my stay at the Clinton Motel. The room had everything I needed for my one night stay. The front desk personnel were helpful and courteous. "
United States
william
The price is ฿2,465
฿2,835 total
includes taxes & fees
24 Mar - 25 Mar
Clinton Motel
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Best Western Niantic - New London/Mystic Area

Best Western Niantic - New London/Mystic Area
2.5 star property
Niantic
9.0 out of 10, Wonderful, (491 reviews)
"For a couple of overnights, this hotel was perfect."
United States
Michael
The price is ฿2,785
฿3,203 total
includes taxes & fees
29 Mar - 30 Mar
Best Western Niantic - New London/Mystic Area
Individually decorated, individually furnished, desk, laptop workspace

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (468 reviews)
"All good it met our expectations as a budget hotel. Large clean room bed was comfortable although the pillows were past it. "
United States
Hilary
The price is ฿2,119
฿2,436 total
includes taxes & fees
18 Mar - 19 Mar
Econo Lodge Inn & Suites Old Saybrook Westbrook
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (572 reviews)
"Room was beautiful and everyone who worked there was very nice. We’d love to go back! "
United States
Mary
The price is ฿4,238
฿5,745 total
includes taxes & fees
22 Mar - 23 Mar
The Harbor Front Inn
Front of property

Beach Plum Resort

Beach Plum Resort
3.0 star property
Montauk
9.0 out of 10, Wonderful, (159 reviews)
"Nice place to stay."
United States
Mark
The price is ฿5,855
฿7,384 total
includes taxes & fees
1 Apr - 2 Apr
Beach Plum Resort
Exterior

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,301 reviews)
"Nice pool, great restaurant "
United States
April
The price is ฿4,829
฿6,143 total
includes taxes & fees
30 Mar - 31 Mar
Montauk Manor
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.
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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

Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North

10/10 Excellent
"Friendly staff and clean hotel. Breakfast included, which was very convenient."
Monte 1-night trip
Posted 10 hours ago
Sleep Inn & Suites Niantic North

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?
Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and a private beach. Montauk Manor: Aparthotel, 14-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. Pier Blue Inn Old Saybrook - Essex: Features a private beach, a seasonal outdoor pool and 2 bars. Sound View Greenport: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Best Western Niantic - New London/Mystic Area: Features an indoor pool, an 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 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.