Brioche buns with chocolate chips priced at $3.50.

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Check availability on Wainscott Woods Hotels with Pool

Our top choices for Wainscott Woods 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, (276 reviews)
  • cleanliness
    Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
The price is Rp10.116.273
Rp12.461.242 total
includes taxes & fees
22 Jul - 23 Jul
The Sagaponack
Outdoor pool

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (644 reviews)
  • cleanliness
    Swim into serenity at this charming Sag Harbour retreat with a seasonal outdoor pool and balcony views.
The price is Rp8.435.434
Rp9.637.483 total
includes taxes & fees
21 Jul - 22 Jul
Sag Harbor Inn
Outdoor pool

Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (152 reviews)
  • cleanliness
    Serene outdoor pool creates luxurious oasis in the Hamptons; perfect for unwinding after coastal adventures.
The price is Rp17.725.203
Rp20.313.997 total
includes taxes & fees
20 Jul - 21 Jul
Topping Rose House
Seasonal outdoor pool

East Hampton House Resort

East Hampton House Resort
3.0 star property
East Hampton North
9.0 out of 10, Wonderful, (315 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 Rp8.105.031
Rp9.749.131 total
includes taxes & fees
20 Jul - 21 Jul
East Hampton House Resort
Seasonal outdoor pool, pool umbrellas, pool loungers

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (187 reviews)
  • cleanliness
    Seasonal poolside splendour at East Hampton hotel with complimentary bikes and garden views.
The price is Rp11.780.830
Rp14.805.489 total
includes taxes & fees
22 Jul - 23 Jul
Journey East Hampton
Seasonal outdoor pool

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.2 out of 10, Wonderful, (731 reviews)
  • cleanliness
    Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
The price is Rp7.041.519
Rp8.044.936 total
includes taxes & fees
23 Jul - 24 Jul
The Hampton Maid
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (627 reviews)
  • cleanliness
    Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
The price is Rp8.590.653
Rp10.739.481 total
includes taxes & fees
5 Aug - 6 Aug
The Harbor Front Inn
Seasonal outdoor pool, open 8 AM to 8 PM, pool umbrellas, pool loungers

Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (585 reviews)
  • cleanliness
    Sparkling seasonal pool at this Tudor hotel offers summer splendour with poolside bar service.
The price is Rp8.262.049
Rp9.927.732 total
includes taxes & fees
19 Jul - 20 Jul
Southampton Inn
Exterior

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (217 reviews)
  • cleanliness
    Luxurious poolside retreat with seasonal outdoor oasis and plush sun loungers, just minutes from Cooper's Beach in the Hamptons.
The price is Rp5.377.814
Rp6.413.088 total
includes taxes & fees
20 Jul - 21 Jul
Southampton Long Island Hotel
Seasonal outdoor pool

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (319 reviews)
  • cleanliness
    Dip into pool bliss just steps from the ocean at this resort with heated seasonal swimming and tennis courts.
The price is Rp7.800.708
Rp9.401.282 total
includes taxes & fees
20 Jul - 21 Jul
Windward Shores Ocean 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 Woods

Breakfast included
4 stars

Top Wainscott Woods Hotel Reviews

Aqualina Inn Montauk

Aqualina Inn Montauk

10/10 Excellent
"Great location so many walkable restaurants, shops, and most importantly the beach!! Liked it so much, I am planning another stay soon!! Def recommend!!"
Kristi 2-night trip
Posted less than an hour ago
Aqualina Inn Montauk

Frequently asked questions

What are some accommodation options with pools in Wainscott Woods?
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. Montauk Yacht Club: Hotel, 5-minute walk from The Hamptons Beaches. Offers 2 outdoor swimming pools, a children's pool and a private beach. Sound View Greenport: Provides a private beach, a seasonal outdoor pool and 2 bars. The Atlantic Hotel: Hotel located near The Hamptons Beaches. Features 2 outdoor tennis courts, a seasonal outdoor pool and free self parking. Marram: Hotel, 5-minute walk from The Hamptons Beaches. Offers free self parking, a seasonal outdoor pool and sunloungers.
What is there to see and do in Wainscott Woods?
Explore places such as The Hamptons Beaches while you're in the area. Make a point to visit attractions such as Georgica Beach and East Hampton Main Beach.
When is the best time to book a hotel with a pool in Wainscott Woods?
You may want to consider accommodation with an outdoor swimming pool if you plan to visit Wainscott Woods in the hottest months of August, July or September, when the average temperature is 21°C. Accommodation with an indoor pool may be what you want if you are visiting during the coldest months of January, February or March, when the average temperature is 3°C.