TOP Hotels with Swimming 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.

₹100,343 total

includes taxes & fees

12 Aug - 13 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.

₹53,964 total

includes taxes & fees

9 Aug - 10 Aug

3. 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.

₹51,707 total

includes taxes & fees

12 Aug - 13 Aug

Seasonal outdoor pool, pool umbrellas, pool loungers

4. Journey East Hampton

East Hampton North

Seasonal poolside splendour at East Hampton hotel with complimentary bikes and garden views.

₹53,409 total

includes taxes & fees

31 Aug - 1 Sept

5. Sag Harbor Inn

Sag Harbor

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

₹55,474 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.

₹76,291 total

includes taxes & fees

1 Sept - 2 Sept

7. Sound View Greenport

Greenport

Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.

₹49,211 total

includes taxes & fees

31 Aug - 1 Sept

8. Ocean View Terrace Inn

Hampton Bays

Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.

₹32,158 total

includes taxes & fees

4 Aug - 5 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 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."

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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