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Find Hotels with a Pool in Wainscott, NY

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Check availability on Wainscott Hotels with a Pool

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16

Our top choices for Wainscott hotels with a pool

Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

1. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (278 reviews)
  • cleanliness
    Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
The price is ￥71,809
￥90,022 total
includes taxes & fees
Aug 9 - Aug 10
The Sagaponack
Exterior

2. Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.2 out of 10, Good, (10 reviews)
  • cleanliness
    Seasonal outdoor pool at oceanfront hotel offers garden views and nearby vineyard tours for summer retreats.
The price is ￥144,918
￥165,569 total
includes taxes & fees
Aug 5 - Aug 6
Wainscott Woods Retreat
Outdoor pool

3. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (653 reviews)
  • cleanliness
    Swim into serenity at this charming Sag Harbor retreat with a seasonal outdoor pool and balcony views.
The price is ￥80,117
￥91,533 total
includes taxes & fees
Aug 20 - Aug 21
Sag Harbor Inn
Pool

4. Chic Modern Retreat in the Heart of EH! Pool Open!

Chic Modern Retreat in the Heart of EH! Pool Open!
East Hampton
10.0 out of 10, Exceptional, (13 reviews)
The price is ￥430,803
￥681,841 total
includes taxes & fees
Aug 7 - Aug 8
Chic Modern Retreat in the Heart of EH! Pool Open!
Seasonal outdoor pool

5. East Hampton House Resort

East Hampton House Resort
3.0 star property
East Hampton North
9.0 out of 10, Wonderful, (324 reviews)
  • cleanliness
    Seasonal outdoor pool creates a refreshing escape at this hotel, with tennis courts and gardens adding to the resort atmosphere.
The price is ￥72,927
￥87,599 total
includes taxes & fees
Aug 2 - Aug 3
East Hampton House Resort
Outdoor pool

6. Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (155 reviews)
  • cleanliness
    Serene outdoor pool creates luxurious oasis in the Hamptons; perfect for unwinding after coastal adventures.
The price is ￥154,150
￥176,675 total
includes taxes & fees
Aug 5 - Aug 6
Topping Rose House
Outdoor pool

7. A Room At The Beach

A Room At The Beach
3.0 star property
Bridgehampton
9.2 out of 10, Wonderful, (96 reviews)
  • cleanliness
    Soak up sunshine and serene vibes at this Hamptons motel with a stylish outdoor pool.
The price is ￥110,180
￥125,882 total
includes taxes & fees
Sep 1 - Sep 2
A Room At The Beach
Seasonal outdoor pool, pool umbrellas, sun loungers

8. Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (189 reviews)
  • cleanliness
    Seasonal poolside splendor at East Hampton hotel with complimentary bikes and garden views.
The price is ￥70,122
￥88,126 total
includes taxes & fees
Aug 31 - Sep 1
Journey East Hampton
Front of property - evening/night

9. Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (88 reviews)
  • cleanliness
    Soak in serene poolside moments at this charming Colonial B&B with a garden terrace for ultimate relaxation.
The price is ￥156,613
￥260,470 total
includes taxes & fees
Aug 5 - Aug 6
Mill House Inn
Seasonal outdoor pool, cabanas (surcharge), pool umbrellas

10. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (300 reviews)
  • cleanliness
    Dive into summer splendor at a tranquil pool retreat with chic cabanas and luxe loungers.
The price is ￥155,620
￥195,576 total
includes taxes & fees
Aug 2 - Aug 3
Faraway Sag Harbor
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

Ocean Surf Resort

Ocean Surf Resort

8/10 Good
"The hotel was directly on the ocean and was within walking distance to the town. Room was nice, but not much room to use the small kitchenette. Beds were comfortable. Only negatives were that the air conditioner was a bit loud and lighting was poor. If given the opportunity, would rebook this hotel due to the location."
Karen 3-night trip
Posted 10 hours ago
Ocean Surf Resort

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 Yacht Club: Hotel, 5-minute walk from The Hamptons Beaches. Provides 2 outdoor pools, a children's pool, and a private beach. Sound View Greenport: Features a private beach, a seasonal outdoor pool, and 2 bars. The Atlantic Hotel: Hotel located near The Hamptons Beaches. Offers 2 outdoor tennis courts, a seasonal outdoor pool, and free self parking.
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.