Hotels with Pool & Resorts in Wainscott from NZ$185

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Check availability on Wainscott Hotels with Pool

Our top choices for Wainscott hotels with a pool

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

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (224 reviews)
"The property and room was clean, easily accessible, and staff were very friendly. We would stay here again!"
United States
Daren
The price is NZ$331
includes taxes & fees
16 Mar - 17 Mar
The Sagaponack
Exterior

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.0 out of 10, Good, (9 reviews)
"Newly Renovated and extremely clean, well kept, and inviting rooms. Staff could not be nicer and more accommodating. Location is ideally situated close to lots of shops, Goldbergs for bagels, East Hampton Beaches etc. Highly recommend this accommodation to anyone staying in the area."
United States
Ivan
The price is NZ$540
includes taxes & fees
16 Feb - 17 Feb
Wainscott Woods Retreat
Outdoor pool, a heated pool

Private, Charming, Lovely Farmhouse in Wainscott, East Hampton

Private, Charming, Lovely Farmhouse in Wainscott, East Hampton
Wainscott
10.0 out of 10, Exceptional, (112 reviews)
"Very clean rooms! Great place to stay! Great area and privacy! Host was wonderful. Would stay there again!"
United States
DAVID K.
The price is NZ$2,518
includes taxes & fees
16 Feb - 17 Feb
Private, Charming, Lovely Farmhouse in Wainscott, East Hampton
Outdoor pool

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (104 reviews)
"Hotel was beautiful !!"
United States
Erica
The price is NZ$314
includes taxes & fees
1 Mar - 2 Mar
Offshore Montauk
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (435 reviews)
"Adorable room"
United States
Martin
The price is NZ$240
includes taxes & fees
21 Feb - 22 Feb
The Bentley Hotel Southampton
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (452 reviews)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is NZ$185
includes taxes & fees
16 Feb - 17 Feb
Hamlet Inn
Exterior

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,294 reviews)
"Nice pool, great restaurant "
United States
April
The price is NZ$295
includes taxes & fees
16 Feb - 17 Feb
Montauk Manor
Seasonal outdoor pool, pool umbrellas, pool loungers

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very good, (886 reviews)
"Big room Clean Needs bathroom update In general, we had a good day"
United States
Raz
Kenny's Tipperary Inn
Seasonal outdoor pool

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (305 reviews)
"Quiet place, went off season, cooked all meals in the room, good home base to explore the area."
United States
Jerry
The price is NZ$294
includes taxes & fees
16 Feb - 17 Feb
Windward Shores Ocean Resort
Outdoor pool, a heated pool

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Bridgehampton
9.6 out of 10, Exceptional, (16 reviews)
"Wonderful & perfect for my pup and I. I’d go back!"
United States
Scott C.
The price is NZ$748
includes taxes & fees
16 Feb - 17 Feb
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
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.
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Choose what matters most at hotels with a pool in Wainscott

Breakfast included
4 stars

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Top Wainscott Hotel Reviews

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Room was spotless, staff were great and the resort is top notch!!"
Carrie 2-night trip
Posted 13 days ago
Gurney's Montauk Resort & Seawater Spa

Frequently asked questions

What are some accommodation options with pools in Wainscott?
The Sagaponack: B&B located near The Hamptons Beaches. Features free self parking, a seasonal outdoor pool and sunloungers. Gurney's Montauk Resort & Seawater Spa: Offers kitchens, a pool and televisions. Sound View Greenport: Resort, 13-minute walk from The Hamptons Beaches. Provides a seasonal outdoor pool, an indoor pool and a private beach. Montauk Manor: Features a private beach, a seasonal outdoor pool and 2 bars. Montauk Blue Hotel: 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?
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 that offers an outdoor pool if you plan to visit Wainscott in the warmest months of August, July or September, when the average temp is 21°C. Accommodation offering an indoor pool may be the way to go if you visit during the coldest months of January, February or March, when the average temp is 3°C.