Hotels with Swimming Pool in Wainscott, New York

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Check availability on Wainscott Hotels with Swimming Pool

Next weekend
May 29 - May 31
In two weeks
Jun 5 - Jun 7

Our top choices for Wainscott hotels with a pool

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, (257 reviews)
  • cleanliness
    Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
"We loved the pool on property and the galleys."
United States
Jessica
The price is P18,415
P23,195 total
includes taxes & fees
Jun 10 - Jun 11
The Sagaponack
Exterior

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.0 out of 10, Good, (9 reviews)
  • cleanliness
    Seasonal outdoor pool at oceanfront hotel offers garden views and nearby vineyard tours for summer retreats.
"Location is ideally situated close to lots of shops, Goldbergs for bagels, East Hampton Beaches etc."
United States
Ivan
The price is P30,210
P34,515 total
includes taxes & fees
May 31 - Jun 1
Wainscott Woods Retreat
View from property

Breakers Montauk

Breakers Montauk
3.0 star property
Montauk
8.6 out of 10, Excellent, (189 reviews)
  • cleanliness
    Seaside poolside escape with sun loungers and umbrellas creates a summer sanctuary.
"The pool area was amazing"
United States
Elissa
The price is P5,920
P8,771 total
includes taxes & fees
May 25 - May 26
Breakers Montauk
Seasonal outdoor pool, sun loungers

Ocean Resort Inn

Ocean Resort Inn
2.0 star property
Downtown Montauk
9.6 out of 10, Exceptional, (492 reviews)
  • cleanliness
    Soak in coastal charm at the heated saltwater pool steps from Montauk's sandy shores.
"The rooms were clean it a walk to town the pool area is great I will definitely book this hotel again"
United States
Jennifer
The price is P8,931
P10,203 total
includes taxes & fees
May 26 - May 27
Ocean Resort Inn
Seasonal outdoor pool, sun loungers

Aqualina Inn Montauk

Aqualina Inn Montauk
2.5 star property
Downtown Montauk
9.6 out of 10, Exceptional, (498 reviews)
  • cleanliness
    Dive into poolside luxury at this Montauk motel with summer splash fun and garden views.
"Pool is nice!"
United States
Cassidy
The price is P7,699
P8,796 total
includes taxes & fees
May 25 - May 26
Aqualina Inn Montauk
Seasonal outdoor pool, pool umbrellas, sun loungers

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very Good, (893 reviews)
  • cleanliness
    Splash into summer with a serene outdoor pool surrounded by lush gardens and sun-soaked relaxation spaces.
"Great pool and patio area to gather with friends."
United States
barbara
The price is P7,784
P9,249 total
includes taxes & fees
May 26 - May 27
Kenny's Tipperary Inn
Seasonal outdoor pool, pool umbrellas, sun loungers

Marram

Marram
4.0 star property
Montauk
8.8 out of 10, Excellent, (254 reviews)
  • cleanliness
    Cool ocean-adjacent pool getaway with loungers, umbrellas, and beach perks for the perfect summer splash.
"Having the the beach and a heated pool was terrific as was the room."
United States
Allan
The price is P16,335
P30,977 total
includes taxes & fees
May 31 - Jun 1
Marram
Outdoor pool, pool umbrellas, sun loungers

Offshore Montauk

Offshore Montauk
4.0 star property
Montauk
9.4 out of 10, Exceptional, (132 reviews)
"The backyard area and pool are an added bonus."
United States
Deborah
The price is P12,976
P21,861 total
includes taxes & fees
Jun 2 - Jun 3
Offshore Montauk
Front of property

Beach Plum Resort

Beach Plum Resort
3.0 star property
Montauk
9.0 out of 10, Wonderful, (165 reviews)
  • cleanliness
    Outdoor pool paradise offers relaxation and sunshine after coastal adventures.
"Rooms were clean, partial ocean view. There was no coffee or tea, that was a first!"
United States
monica
The price is P12,410
P15,519 total
includes taxes & fees
May 25 - May 26
Beach Plum Resort
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (501 reviews)
  • cleanliness
    Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.
"Especially with the new pool!"
United States
kimberly
The price is P12,277
P15,569 total
includes taxes & fees
May 27 - May 28
The Bentley Hotel Southampton
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.
View all properties

Choose what matters most at hotels with a pool in Wainscott

Breakfast included
4 stars

Top Wainscott Hotel Reviews

Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Perfect getaway spot. Super clean and relaxing. Thanks"
Anna 1-night trip
Posted 2 hours ago
Montauk Yacht Club

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. Montauk Manor: Aparthotel, 14-minute walk from The Hamptons Beaches. Provides a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. Montauk Yacht Club: Hotel, 5-minute walk from The Hamptons Beaches. Features 2 outdoor pools, a children's pool, and a private beach. The Bentley Hotel Southampton: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access.
What is there to see and do in Wainscott?
The picturesque setting of The Hamptons Beaches showcases the area's natural beauty. Discover sights such as Georgica Beach, Wolffer Estates Vineyard, and East Hampton Main Beach during your stay. 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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