Brioche buns with chocolate chips priced at $3.50.

Wainscott Woods Hotel Guide - Hotels with Pool in Wainscott Woods, Wainscott

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Our top choices for Wainscott Woods hotels with a pool

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 €489
includes taxes & fees
9 Aug - 10 Aug
The Sagaponack

2. Breakers Montauk

Breakers Montauk
3.0 star property
Montauk
8.6 out of 10, Excellent, (215 reviews)
  • cleanliness
    Seaside poolside escape with sun loungers and umbrellas creates a summer sanctuary.
The price is €198
includes taxes & fees
1 Sept - 2 Sept
Breakers Montauk

3. Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (189 reviews)
  • cleanliness
    Seasonal poolside splendour at East Hampton hotel with complimentary bikes and garden views.
The price is €540
includes taxes & fees
31 Aug - 1 Sept
Journey East Hampton

4. 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 €981
includes taxes & fees
3 Aug - 4 Aug
Wainscott Woods Retreat

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 €483
includes taxes & fees
2 Aug - 3 Aug
East Hampton House Resort

6. 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 €694
includes taxes & fees
1 Sept - 2 Sept
A Room At The Beach

7. 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 Harbour retreat with a seasonal outdoor pool and balcony views.
The price is €504
includes taxes & fees
9 Aug - 10 Aug
Sag Harbor Inn

8. The Penny Lane

The Penny Lane
3.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (93 reviews)
  • cleanliness
    Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
The price is €229
includes taxes & fees
1 Sept - 2 Sept
The Penny Lane

9. Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (495 reviews)
  • cleanliness
    Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.
The price is €261
includes taxes & fees
1 Sept - 2 Sept
Hamlet Inn

10. 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 €980
includes taxes & fees
4 Aug - 5 Aug
Topping Rose House
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.

Choose what matters most at hotels with a pool in Wainscott Woods

Top Wainscott Woods Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Wainscott Woods?
Sound View Greenport: Features a private beach, a seasonal outdoor pool and 2 bars. Montauk Yacht Club: Hotel, 5-minute walk from The Hamptons Beaches. Offers 2 outdoor swimming pools, a children's pool and a private beach. The Atlantic Hotel: Hotel located near The Hamptons Beaches. 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. 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.