The Best Hotels with a Pool in Wainscott, NY from NT$4,542 in 2026

Q: 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 : Offers sun loungers, a pool, and complimentary wireless internet access. Montauk Manor : Resort, 13-minute walk from The Hamptons Beaches. Provides a seasonal outdoor pool, an indoor pool, and a private beach. Sound View Greenport : Aparthotel, 14-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. The Bentley Hotel Southampton : Offers a private beach, a seasonal outdoor pool, and 2 bars.

sunset on the beach in the Hamptons with a cotton candy colored sky

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Our top choices for Wainscott hotels with a pool

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

The Sagaponack

Wainscott

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

NT$7,617 total

includes taxes & fees

Apr 19 - Apr 20

Wainscott Woods Retreat

Wainscott

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

NT$17,414 total

includes taxes & fees

Apr 18 - Apr 19

Ocean Resort Inn

Downtown Montauk

Soak in coastal charm at the heated saltwater pool steps from Montauk's sandy shores.

NT$4,542 total

includes taxes & fees

May 12 - May 13

Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Hamlet Inn

Southampton

Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.

NT$4,587 total

includes taxes & fees

Apr 20 - Apr 21

Offshore Montauk

Montauk

NT$9,881 total

includes taxes & fees

Apr 20 - Apr 21

North Fork Cottages & RV Resort

Greenport

NT$6,758 total

includes taxes & fees

Apr 28 - Apr 29

Beach Plum Resort

Montauk

Outdoor pool paradise offers relaxation and sunshine after coastal adventures.

NT$7,212 total

includes taxes & fees

Apr 30 - May 1

Windward Shores Ocean Resort

Napeague

Dip into pool bliss just steps from the ocean at this resort with heated seasonal swimming and tennis courts.

NT$6,251 total

includes taxes & fees

Apr 20 - Apr 21

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Choose what matters most at hotels with a pool in Wainscott

Breakfast included

4 stars

Top Wainscott Hotel Reviews

Kenny's Tipperary Inn

10/10 Excellent

" Pool was not open in April. And we noticed that pets were allowed which is a plus for many travelers."

The Atlantic Hotel

2/10 Terrible

"We expected 2 queen beds we got 2 double beds.The security lock on the door was broken,the smoke/fire alarm was just a wire hanging from the ceiling and the second bath towel was full of suspect stains. The only positive was the gentleman on reception on checking out who listened and apologized and later called to say we would get a refund.We would never recommend this place "

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: Offers sun loungers, a pool, and complimentary wireless internet access. Montauk Manor: Resort, 13-minute walk from The Hamptons Beaches. Provides a seasonal outdoor pool, an indoor pool, and a private beach. Sound View Greenport: Aparthotel, 14-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. The Bentley Hotel Southampton: Offers a private beach, a seasonal outdoor pool, and 2 bars.

What is there to see and do in Wainscott?

The picturesque setting of The Hamptons Beaches showcases the area's natural beauty. Discover sights such as Georgica Beach, Wolffer Estates Vineyard, and East Hampton Main Beach during your stay. 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.

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