TOP Hotels with Pool in Wainscott Woods, NY for 2026

Q: 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.

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Our top choices for Wainscott Woods hotels with a pool

1. Wainscott Woods Retreat

Wainscott

Seasonal outdoor pool at oceanfront hotel offers garden views and nearby vineyard tours for summer retreats.

฿37,605 total

includes taxes & fees

6 Aug - 7 Aug

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

2. The Sagaponack

Wainscott

Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.

฿18,334 total

includes taxes & fees

31 Aug - 1 Sept

3. Topping Rose House

Bridgehampton

Serene outdoor pool creates luxurious oasis in the Hamptons; perfect for unwinding after coastal adventures.

฿106,452 total

includes taxes & fees

10 Aug - 11 Aug

4. Sag Harbor Inn

Sag Harbor

Swim into serenity at this charming Sag Harbour retreat with a seasonal outdoor pool and balcony views.

฿19,334 total

includes taxes & fees

20 Aug - 21 Aug

Seasonal outdoor pool, pool cabanas (surcharge), pool umbrellas

5. Faraway Sag Harbor

Sag Harbor

Dive into summer splendour at a tranquil pool retreat with chic cabanas and luxe loungers.

฿45,752 total

includes taxes & fees

9 Aug - 10 Aug

6. A Room At The Beach

Bridgehampton

Soak up sunshine and serene vibes at this Hamptons motel with a stylish outdoor pool.

฿26,722 total

includes taxes & fees

3 Sept - 4 Sept

7. 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.

฿15,429 total

includes taxes & fees

6 Aug - 7 Aug

8. Mill House Inn

Pantigo Road Historic District

Soak in serene poolside moments at this charming Colonial B&B with a garden terrace for ultimate relaxation.

฿47,810 total

includes taxes & fees

10 Aug - 11 Aug

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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

Ocean Resort Inn

8/10 Good

"Steps from the beach. Nice pool area"

Gurney's Montauk Resort & Seawater Spa

8/10 Good

"It’s Montauk, you go here for the beach, but if you also like to dip in a pool, it’s inconvenient, plan on walking an entire trail through a parking lot to get to it. I had a prime spot for a room, choose wisely, if it’s not beachfront, you’ll also walk. It’s Gurney’s, known for its spa, it’s truly the best part of the resort, beautiful and services are fine. The staff is very nice here but SLOW. I wouldn’t say in this case you get what you pay for, if you’re looking for a Montauk vacation you’re paying for the name if you’re going for the spa you’re also paying for the spa and personally, it’s not a family vacation spot, no activities. It’s definitely a tourist spot. Dog friendly, plan to hear dogs barking."

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.

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