A coastal landscape with a beach, ocean waves, and a sunset sky.

Hotels with Swimming Pool in Wainscott, New York

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Check availability on Wainscott Hotels with Swimming Pool

This weekend
Jul 10 - Jul 12
Next weekend
Jul 17 - Jul 19

Our top choices for Wainscott hotels with a pool

Reception

The Penny Lane

The Penny Lane
3.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (84 reviews)
  • cleanliness
    Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
The price is P17,235
P19,691 total
includes taxes & fees
Jul 20 - Jul 21
The Penny Lane
Children's activities

Hampton's Vacation Inn

Hampton's Vacation Inn
2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (341 reviews)
  • cleanliness
    Soak in poolside bliss at this Hampton guesthouse with refreshing seasonal pool, tennis court, and nearby beach activities.
The price is P12,441
P14,214 total
includes taxes & fees
Jul 16 - Jul 17
Hampton's Vacation Inn
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, (487 reviews)
  • cleanliness
    Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.
The price is P14,045
P18,152 total
includes taxes & fees
Jul 15 - Jul 16
Hamlet Inn
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (274 reviews)
  • cleanliness
    Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
The price is P28,200
P35,290 total
includes taxes & fees
Jul 21 - Jul 22
The Sagaponack
Seasonal outdoor pool

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (29 reviews)
The price is P22,837
P26,091 total
includes taxes & fees
Jul 15 - Jul 16
North Fork Resort
Seasonal outdoor pool

Ocean View Terrace Inn

Ocean View Terrace Inn
2.0 star property
Hampton Bays
8.6 out of 10, Excellent, (125 reviews)
  • cleanliness
    Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
The price is P14,266
P20,711 total
includes taxes & fees
Jul 15 - Jul 16
Ocean View Terrace Inn
View from property

Breakers Montauk

Breakers Montauk
3.0 star property
Montauk
8.6 out of 10, Excellent, (208 reviews)
  • cleanliness
    Seaside poolside escape with sun loungers and umbrellas creates a summer sanctuary.
The price is P19,859
P24,693 total
includes taxes & fees
Aug 5 - Aug 6
Breakers Montauk
Seasonal outdoor pool, pool umbrellas, sun loungers

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (91 reviews)
  • cleanliness
    Splash into coastal luxury at this beachfront hotel with a seasonal pool, spa, and private beach access.
The price is P40,314
P50,665 total
includes taxes & fees
Jul 15 - Jul 16
The Pridwin Hotel
Indoor pool, a waterfall pool

Ocean Vista Resort

Ocean Vista Resort
2.5 star property
Amagansett
9.0 out of 10, Wonderful, (214 reviews)
  • cleanliness
    Oceanside sanctuary provides splendid private beach access and indoor pool oasis.
The price is P27,039
P30,892 total
includes taxes & fees
Jul 12 - Jul 13
Ocean Vista Resort
Seasonal outdoor pool

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.2 out of 10, Wonderful, (723 reviews)
  • cleanliness
    Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
The price is P24,053
P27,481 total
includes taxes & fees
Jul 16 - Jul 17
The Hampton Maid
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 Wainscott

Breakfast included
4 stars

Top Wainscott Hotel Reviews

Aqualina Inn Montauk

Aqualina Inn Montauk

10/10 Excellent
"Great"
Daniel 2-night trip
Posted 2 hours ago
Aqualina Inn Montauk

Frequently asked questions

What are some accommodations with pools in Wainscott?
The Sagaponack: B&B located near The Hamptons Beaches. Features free self parking, a seasonal outdoor pool, and sun loungers. 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.
What is there to see and do in Wainscott?
Explore places like The Hamptons Beaches while you're in Wainscott. Take a walk along the waterfront at Georgica Beach and East Hampton Main Beach. Take in the natural beauty of Wainscott with the beaches.
When is the best time to book a hotel with a pool in Wainscott?
You may want to think about a place to stay with an outdoor swimming pool if you will be visiting Wainscott 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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