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Find Hotels with a Pool in Wainscott, NY

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Check availability on Wainscott Hotels with a Pool

Tonight
12 Sep - 13 Sep
Tomorrow
13 Sep - 14 Sep
Next weekend
18 Sep - 20 Sep
In two weeks
25 Sep - 27 Sep

Our top choices for Wainscott hotels with a pool

1. The Sagaponack

The Sagaponack
Wainscott
  • Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
SAR 953
SAR 1,277 total
includes taxes & fees
12 Oct - 13 Oct
The Sagaponack

2. Wainscott Woods Retreat

Wainscott Woods Retreat
Wainscott
  • Seasonal outdoor pool at oceanfront hotel offers garden views and nearby vineyard tours for summer retreats.
SAR 1,606
SAR 1,966 total
includes taxes & fees
13 Sep - 14 Sep
Wainscott Woods Retreat

3. Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!

Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!
Wainscott
SAR 4,097
SAR 8,743 total
includes taxes & fees
7 Oct - 8 Oct
Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!

4. A Room At The Beach

A Room At The Beach
Bridgehampton
  • Soak up sunshine and serene vibes at this Hamptons motel with a stylish outdoor pool.
SAR 1,112
SAR 1,270 total
includes taxes & fees
4 Oct - 5 Oct
A Room At The Beach

5. Ocean Vista Resort

Ocean Vista Resort
Amagansett
  • Oceanside sanctuary provides splendid private beach access and indoor pool oasis.
SAR 476
SAR 544 total
includes taxes & fees
1 Oct - 2 Oct
Ocean Vista Resort

6. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
  • Swim into serenity at this charming Sag Harbor retreat with a seasonal outdoor pool and balcony views.
SAR 1,217
SAR 1,390 total
includes taxes & fees
4 Oct - 5 Oct
Sag Harbor Inn

7. Windward Shores Ocean Resort

Windward Shores Ocean Resort
Napeague
  • Dip into pool bliss just steps from the ocean at this resort with heated seasonal swimming and tennis courts.
SAR 447
SAR 613 total
includes taxes & fees
12 Oct - 13 Oct
Windward Shores Ocean Resort

8. Breakers Montauk

Breakers Montauk
Montauk
  • Seaside poolside escape with sun loungers and umbrellas creates a summer sanctuary.
SAR 368
SAR 543 total
includes taxes & fees
1 Oct - 2 Oct
Breakers Montauk

9. East Hampton House Resort

East Hampton House Resort
East Hampton North
  • Seasonal outdoor pool creates a refreshing escape at this hotel, with tennis courts and gardens adding to the resort atmosphere.
SAR 930
SAR 1,164 total
includes taxes & fees
28 Sep - 29 Sep
East Hampton House Resort

10. Hamlet Inn

Hamlet Inn
Southampton
  • Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.
SAR 476
SAR 615 total
includes taxes & fees
13 Sep - 14 Sep
Hamlet Inn
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Choose what matters most at hotels with a pool in Wainscott

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Wainscott Hotel Reviews

Sun N Sound

Sun N Sound

10/10 Excellent
"Beach view"
kaissa 1-night trip
Posted 3 hours ago
Sun N Sound
Kenny's Tipperary Inn

Kenny's Tipperary Inn

10/10 Excellent
"we enjoyed our stay at the Tipperary Inn the staff were very nice and helpful the parking was convenient and the room was roomy and comfortable we would stay there again."
Maire 2-night trip
Posted 7 hours ago
Kenny's Tipperary Inn
Ocean Surf Resort

Ocean Surf Resort

8/10 Good
"Hotel room and property was very clean and updated. Pool and beach are very well maintained . The only downfall is the check in time was later than we would have liked , although they allow you to use amenities before and after check in/out times . All in all a nice hotel with great location"
Danielle 2-night trip
Posted 7 hours ago
Ocean Surf Resort
Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"I love how its very close to the beach and grocery stores."
Leona 2-night trip
Posted 21 hours ago
Ocean Resort Inn
The Atlantic Hotel

The Atlantic Hotel

8/10 Good
"This property is a lovely option if you want to be near to central Southampton but not in the middle of it. the room was really nicely appointed, they have a lovely grounds area near the pool, and a really nice pool deck with a pretty big heated pool. We really enjoyed the pool. Only negative is that It's located on a 2 lane highway without much close buy in the way of restaurants or other necessities; getting around was awkward and costly without a car. However, the place we stayed at was nice!"
Nancy 2-night trip
Posted 1 day ago
The Atlantic Hotel
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Everything went smoother than I thought it would. The staff couldn’t have been kinder, helpful, or more knowledgeable. The spa treatments and massages were off the charts! We’re looking forward to our next stay and many more to come!"
George 2-night trip
Posted 1 day ago
Gurney's Montauk Resort & Seawater Spa
Faraway Sag Harbor

Faraway Sag Harbor

8/10 Good
"Faraway has been renovated Beautifully. The food has improved since Baron's Cove. The pool would benefit improving service and perhaps combining the food / drinks servers and pool attendants. In addition since we have been guests of the older Hotel, Baron's Cove for 16 years it would have been meaningful to have the new staff welcome guests and perhaps give a priority rate or welcome massage etc."
Claudia 3-night trip
Posted 10 days ago
Faraway Sag Harbor

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. Sound View Greenport: Offers a private beach, a seasonal outdoor pool, and 2 bars. The Atlantic Hotel: Provides 2 outdoor tennis courts, a seasonal outdoor pool, and free self parking. 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. Offshore Montauk: Hotel, 1-minute walk from The Hamptons Beaches. Offers a sauna, a seasonal outdoor pool, and free self parking.
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.