Wainscott Hotels with Swimming Pool

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Check availability on Wainscott Hotels with Swimming Pools

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun

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 RM1,186
RM1,494 total
includes taxes & fees
8 Jun - 9 Jun
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 RM3,392
RM3,876 total
includes taxes & fees
27 May - 28 May
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 RM381
RM565 total
includes taxes & fees
27 May - 28 May
Breakers Montauk
Seasonal outdoor pool, pool 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 RM774
RM884 total
includes taxes & fees
10 Jun - 11 Jun
Ocean Resort Inn
Seasonal outdoor pool, pool umbrellas, pool loungers

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very good, (894 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 RM501
RM596 total
includes taxes & fees
3 Jun - 4 Jun
Kenny's Tipperary Inn
Seasonal outdoor pool, open 10:00 AM to 6:00 PM, pool umbrellas

Ocean Surf Resort

Ocean Surf Resort
2.0 star property
Downtown Montauk
8.4 out of 10, Very good, (241 reviews)
  • cleanliness
    Seasonal Montauk retreat with sun-drenched pool deck offering ocean views, just steps from city centre.
"there could be more umbrellas by the pool area"
United States
Jenny
The price is RM948
RM1,083 total
includes taxes & fees
3 Jun - 4 Jun
Ocean Surf Resort
Seasonal outdoor pool, pool 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 RM494
RM565 total
includes taxes & fees
2 Jun - 3 Jun
Aqualina Inn Montauk
Outdoor pool, pool umbrellas, pool 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 RM889
RM1,469 total
includes taxes & fees
8 Jun - 9 Jun
Offshore Montauk
Reception

The Penny Lane

The Penny Lane
2.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (77 reviews)
  • cleanliness
    Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
"The hotel was very clean and the location was very good. It was close to restaurants and beach."
United States
Anonymous traveller
The price is RM911
RM1,040 total
includes taxes & fees
28 May - 29 May
The Penny Lane
Seasonal outdoor pool

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (18 reviews)
"Cabin was clean, well appointed and very comfortable. The staff immediately responded at 7am when we called to reset the hot water heater. The Solo fire pit looked very tempting but we did not have the time to enjoy that. will be back!"
United States
Kenn
The price is RM1,018
RM1,163 total
includes taxes & fees
28 May - 29 May
North Fork Resort
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

Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"The property is very well maintained. Veery clean and roomy. Beautiful pool, we did not get to use it because the weather was not appropriate. Ashley was very helpful and caring, she gave me restaurant options and she wrote them down for me. I give Ashley a 100% in customer care. The only thing I recommend is replacing the refrigerator the outside is unappealing, as it has rust or discoloration in large areas."
Laura 2-night trip
Posted 6 hours ago
Beachcomber Resort at Montauk

Frequently asked questions

What are some accommodation options with pools in Wainscott?
The Sagaponack: B&B located near The Hamptons Beaches. Features free self parking, a seasonal outdoor pool and sunloungers. 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 swimming 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 that offers an outdoor pool if you plan to visit Wainscott 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 visit during the coldest months of January, February or March, when the average temp is 3°C.

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