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

Hotels with Swimming Pool in Wainscott, New York

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Check availability on Wainscott Hotels with Swimming Pool

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Wainscott hotels with a pool

A swimming pool with two lounge chairs and a green umbrella.
A wooden outdoor seating area with a sofa and a table, surrounded by gravel and greenery, with a house in the background.
A wooden building with a white window and a balcony.
A beach with pebbles and sand, a sunset, and a calm sea.

1. The Sagaponack

The Sagaponack
Wainscott
  • Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
P12,600
P16,906 total
includes taxes & fees
Nov 5 - Nov 6
The Sagaponack
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
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.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.

2. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
  • Swim into serenity at this charming Sag Harbor retreat with a seasonal outdoor pool and balcony views.
P13,748
P15,707 total
includes taxes & fees
Nov 1 - Nov 2
Sag Harbor Inn
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.
A bar area with shelves stocked with various bottles and glasses.
A modern hotel room with a bed, bedside table, and a view of the garden.
A large, white, two-story building with a covered porch and a bicycle parked in front.

3. Topping Rose House

Topping Rose House
Bridgehampton
  • Serene outdoor pool creates luxurious oasis in the Hamptons; perfect for unwinding after coastal adventures.
P39,181
P44,984 total
includes taxes & fees
Oct 12 - Oct 13
Topping Rose House
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.
Beach
A bathtub surrounded by candles and flower petals.

4. 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.
P18,548
P21,190 total
includes taxes & fees
Oct 8 - Oct 9
A Room At The Beach
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 living room with a fireplace, two sofas, a coffee table, and a chair.
A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.

5. Journey East Hampton

Journey East Hampton
East Hampton North
  • Seasonal poolside splendor at East Hampton hotel with complimentary bikes and garden views.
P14,642
P18,402 total
includes taxes & fees
Oct 18 - Oct 19
Journey East Hampton
Outdoor pool
Terrace/patio
Living area
Reception

6. 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.
P8,475
P11,390 total
includes taxes & fees
Nov 2 - Nov 3
East Hampton House Resort
A pool area with umbrellas, potted plants, and a pathway leading to a building.
A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.
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.

7. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
  • Dive into summer splendor at a tranquil pool retreat with chic cabanas and luxe loungers.
P25,651
P32,237 total
includes taxes & fees
Nov 2 - Nov 3
Faraway Sag Harbor
A house with a sloped roof, large windows, and a pathway leading to the entrance.
A covered porch with white railings, green cushioned chairs, hanging flower baskets, and pendant lights.
A dining area with a chandelier, a large table, chairs, and a vase with flowers.
A cozy living room with a white sofa, a dining table with chairs, a chandelier, a potted plant, and framed pictures on the wall.

8. 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.
P20,358
P29,423 total
includes taxes & fees
Oct 12 - Oct 13
Mill House Inn
A clear swimming pool with blue tiles, surrounded by lounge chairs and blue umbrellas.
A well-maintained garden with a central pathway leading to a house.
A beach with waves and a clear sky.
A snow-covered pathway leading to a building with a porch.

9. Southampton Inn

Southampton Inn
Southampton
  • Sparkling seasonal pool at this Tudor hotel offers summer splendor with poolside bar service.
P12,555
P15,367 total
includes taxes & fees
Nov 1 - Nov 2
Southampton Inn
A swimming pool with lounge chairs and a sign indicating a depth of 4 feet.
A modern kitchen with a wooden countertop, a black sink, and a pendant light.
A spacious interior with a wooden staircase, a blue sofa, and a white chair.
A spacious bar area with a large floral arrangement, seating with cushioned chairs, and a view of the upper level through large windows.

10. EHP Resort & Marina

EHP Resort & Marina
East Hampton
  • Seasonal outdoor pool flanked by sun loungers invites leisurely afternoons, with poolside cocktail service just steps away.
P16,735
P21,032 total
includes taxes & fees
Oct 29 - Oct 30
EHP Resort & Marina
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
"Awesome view! Nice Room! We will come back."
Orapin 1-night trip
Posted 10 hours ago
Sound View Greenport
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Great"
Linda 2-night trip
Posted 1 day ago
Gurney's Montauk Resort & Seawater Spa
Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"."
andrew 1-night trip
Posted 1 day ago
Ocean Vista Resort
Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"Nice room close to beach"
Christina 2-night trip
Posted 1 day ago
Ocean Resort Inn
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Montauk Yacht Club was the perfect getaway for my boyfriend and I to celebrate our 3 year anniversary. Our room was spotless and had a great view of the water. We did mention to them ahead of time that it was our anniversary, thinking they might have some champagne or something waiting in the room for us, but they did not. Nonetheless, it was still a perfect stay. We played tennis and the courts were beautiful. The on-site restaurant was very yummy as well! I definitely recommend coming during the off season, as it is way less crowded in town and very relaxing."
Sarah 3-night trip
Posted 2 days ago
Montauk Yacht Club

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. 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 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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