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

Wainscott Hotel Guide - Hotels with Pool in Wainscott, New York

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Check availability on Wainscott Hotels with Pool

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Wainscott hotels with a pool

A swimming pool with two lounge chairs and a green umbrella.
A wooden building with a white window and a balcony.
A wooden outdoor seating area with a sofa and a table, surrounded by gravel and greenery, with a house in the background.
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

1. The Sagaponack

The Sagaponack
Wainscott
  • Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
€240
includes taxes & fees
12 Nov - 13 Nov
The Sagaponack
A swimming pool with a wooden fence, a grassy yard, and a white building in the background.
A kitchen with a central island, white cabinetry, and a brick accent wall.
A spacious living room with a white fireplace, a large mirror, and a view of the outdoors.
A spacious living room with a white sofa, a coffee table, and a dining area with a table and chairs.

2. !! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !

!! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !
Wainscott
€2,085
includes taxes & fees
12 Nov - 13 Nov
!! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !
Outdoor pool
Room
Reception
Terrace/patio

3. East Hampton House Resort

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.
€186
includes taxes & fees
2 Nov - 3 Nov
East Hampton House Resort
A pool area with lounge chairs and an umbrella, surrounded by lush greenery.
A modern kitchen with a central island, pendant lights, and a view of the outdoors.
A modern room with a blue accent wall, a sofa, a chair, a bed, and a small table with decorative items.
A living room with a fireplace, two sofas, a coffee table, and a chair.

4. Journey East Hampton

Journey East Hampton
East Hampton North
  • Seasonal poolside splendour at East Hampton hotel with complimentary bikes and garden views.
€269
includes taxes & fees
20 Oct - 21 Oct
Journey East Hampton
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
A waterfront property with a large house, multiple boats docked, and lush greenery.
A hotel lobby with a sofa, chairs, tables, and a large window.
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

5. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
  • Swim into serenity at this charming Sag Harbour retreat with a seasonal outdoor pool and balcony views.
€223
includes taxes & fees
1 Nov - 2 Nov
Sag Harbor Inn
A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.
A bathtub surrounded by candles and flower petals.
A bedroom with two beds, a ceiling fan, a large window, and a view of greenery outside.

6. A Room At The Beach

A Room At The Beach
Bridgehampton
  • Soak up sunshine and serene vibes at this Hamptons motel with a stylish outdoor pool.
€302
includes taxes & fees
21 Oct - 22 Oct
A Room At The Beach
A house with a sloped roof, large windows, and a pathway leading to the entrance.
A dining area with a chandelier, a large table, chairs, and a vase with flowers.
A covered porch with white railings, green cushioned chairs, hanging flower baskets, and pendant lights.
A cozy living room with a white sofa, a dining table with chairs, a chandelier, a potted plant, and framed pictures on the wall.

7. Mill House Inn

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.
€419
includes taxes & fees
18 Oct - 19 Oct
Mill House Inn
A pool area with umbrellas, potted plants, and a pathway leading to a building.
A spacious living room with a fireplace, comfortable seating, and large windows.
A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.
A cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.

8. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
  • Dive into summer splendour at a tranquil pool retreat with chic cabanas and luxe loungers.
€424
includes taxes & fees
8 Nov - 9 Nov
Faraway Sag Harbor
A pool area with lounge chairs and umbrellas, a mural on the wall, and a clear view of the sky.
A modern outdoor seating area with a white sofa and a table, a sliding glass door, and a number '25' on the wall.
A hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.
A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.

9. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
  • Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.
€139
includes taxes & fees
6 Nov - 7 Nov
The Bentley Hotel Southampton
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.
A modern hotel room with a bed, bedside table, and a view of the garden.
A bar area with shelves stocked with various bottles and glasses.
A bar setting with a bartender and a customer. The bar has shelves with various bottles and glasses. There is a cushioned bench in the foreground.

10. Topping Rose House

Topping Rose House
Bridgehampton
  • Serene outdoor pool creates luxurious oasis in the Hamptons; perfect for unwinding after coastal adventures.
€641
includes taxes & fees
18 Oct - 19 Oct
Topping Rose House
View all properties

Choose what matters most at hotels with a pool in Wainscott

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Wainscott Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"The breakfast could have had a better choice."
Allen 1-night trip
Posted 16 hours ago
Sound View Greenport
Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"Ocean Vista was a very well-maintained property. Staff was very welcoming and pleasant as well as professional. Enjoyed our stay we’ll go back."
JEAN-LUC 2-night trip
Posted 4 days ago
Ocean Vista Resort
Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"Perfect for weekend stay"
DAWN 1-night trip
Posted 9 days ago
Ocean Surf Resort

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: 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. The Atlantic Hotel: Features 2 outdoor tennis courts, a seasonal outdoor pool and free self parking. Sound View Greenport: 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 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.