Book the Best Hotels with POOL in Wainscott 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 : Resort, 13-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool, and a private beach. Offshore Montauk : Hotel, 1-minute walk from The Hamptons Beaches. Provides a sauna, a seasonal outdoor pool, and free self parking. Sound View Greenport : Features a private beach, a seasonal outdoor pool, and 2 bars. Montauk Manor : Aparthotel, 14-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts.

A coastal landscape with a beach, ocean waves, and a sunset 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.

CA $823 total

includes taxes & fees

Jul 21 - Jul 22

Rare Two-House Wainscott Estate: Walk to Beach from Inis Fada Farm at Sayres

Wainscott

The Penny Lane

Hampton Bays

Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.

CA $411 total

includes taxes & fees

Jul 7 - Jul 8

Ocean Vista Resort

Amagansett

Oceanside sanctuary provides splendid private beach access and indoor pool oasis.

CA $716 total

includes taxes & fees

Jun 28 - Jun 29

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.

CA $420 total

includes taxes & fees

Jul 14 - Jul 15

North Fork Resort

Greenport

CA $398 total

includes taxes & fees

Jun 28 - Jun 29

Sun N Sound

Culloden Shores

Splash into refreshing waters at this beach-adjacent retreat with sun-soaked outdoor pool.

CA $501 total

includes taxes & fees

Jun 30 - Jul 1

Ocean Resort Inn

Downtown Montauk

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

CA $838 total

includes taxes & fees

Jul 22 - Jul 23

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Choose what matters most at hotels with a pool in Wainscott

Breakfast included

4 stars

Top Wainscott Hotel Reviews

Gurney's Montauk Resort & Seawater Spa

8/10 Good

"Unsecured WiFi was not expected Lighting in room not useful for reading It was a trek from room to lobby and more so to beach"

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: Resort, 13-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool, and a private beach. Offshore Montauk: Hotel, 1-minute walk from The Hamptons Beaches. Provides a sauna, a seasonal outdoor pool, and free self parking. Sound View Greenport: Features a private beach, a seasonal outdoor pool, and 2 bars. Montauk Manor: Aparthotel, 14-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts.

What is there to see and do in Wainscott?

Explore places like The Hamptons Beaches while you're in Wainscott. Take a walk along the waterfront at Georgica Beach and East Hampton Main Beach. 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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