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Hotels with Swimming Pool in Wainscott Woods, Wainscott

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Check availability on Wainscott Woods Hotels with Swimming Pool

Tonight
Oct 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Wainscott Woods hotels with a pool

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.
A hotel lobby with a sofa, chairs, tables, and a large window.
A waterfront property with a large house, multiple boats docked, and lush greenery.

1. 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.
P13,793
P15,758 total
includes taxes & fees
Nov 1 - Nov 2
Sag Harbor Inn
A pool area with lounge chairs and an umbrella, surrounded by lush greenery.
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.
A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.

2. Journey East Hampton

Journey East Hampton
East Hampton North
  • Seasonal poolside splendor at East Hampton hotel with complimentary bikes and garden views.
P15,588
P19,590 total
includes taxes & fees
Nov 3 - Nov 4
Journey East Hampton
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 cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.
A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.

3. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
  • Dive into summer splendor at a tranquil pool retreat with chic cabanas and luxe loungers.
P23,240
P29,207 total
includes taxes & fees
Nov 16 - Nov 17
Faraway Sag Harbor
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.
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.
A large, white, two-story building with a covered porch and a bicycle parked in front.
A bar area with shelves stocked with various bottles and glasses.

4. Topping Rose House

Topping Rose House
Bridgehampton
  • Serene outdoor pool creates luxurious oasis in the Hamptons; perfect for unwinding after coastal adventures.
P39,394
P45,228 total
includes taxes & fees
Oct 20 - Oct 21
Topping Rose House
A swimming pool with two lounge chairs and a green umbrella.
A beach with pebbles and sand, a sunset, and a calm sea.
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.

5. The Sagaponack

The Sagaponack
Wainscott
  • Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
P12,222
P16,482 total
includes taxes & fees
Oct 26 - Oct 27
The Sagaponack
Outdoor pool
Living area
Room
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.
P9,994
P13,131 total
includes taxes & fees
Nov 2 - Nov 3
East Hampton House Resort
A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.
A bedroom with two beds, a ceiling fan, a large window, and a view of greenery outside.
Beach
A bathtub surrounded by candles and flower petals.

7. 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.
P18,648
P21,306 total
includes taxes & fees
Oct 21 - Oct 22
A Room At The Beach
A house with a sloped roof, large windows, and a pathway leading to the entrance.
A cozy living room with a white sofa, a dining table with chairs, a chandelier, a potted plant, and framed pictures on the wall.
A wooden gate leading to a pathway surrounded by lush greenery and trees.
A dining area with a chandelier, a large table, chairs, and a vase with flowers.

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.
P20,469
P29,583 total
includes taxes & fees
Oct 20 - Oct 21
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 snow-covered pathway leading to a building with a porch.
Restaurant

9. Southampton Inn

Southampton Inn
Southampton
  • Sparkling seasonal pool at this Tudor hotel offers summer splendor with poolside bar service.
P12,596
P15,417 total
includes taxes & fees
Nov 1 - Nov 2
Southampton Inn
A swimming pool with a white fence, a table with chairs, and a building with a white picket fence in the background.
A living room area with a sofa, a dining table, and a separate queen bedroom.
A covered patio area with outdoor seating, a potted plant, and a well-maintained lawn.
A living room with a wooden entertainment center, a sofa, a coffee table, and a lamp.

10. Southampton Long Island Hotel

Southampton Long Island Hotel
Southampton
  • Luxurious poolside retreat with seasonal outdoor oasis and plush sun loungers, just minutes from Cooper's Beach in the Hamptons.
P10,014
P11,942 total
includes taxes & fees
Oct 20 - Oct 21
Southampton Long Island Hotel
View all properties

Choose what matters most at hotels with a pool in Wainscott Woods

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Wainscott Woods Hotel Reviews

Sound View Greenport

Sound View Greenport

8/10 Good
"This was our third stay at Soundview. We stay there because all of the rooms face the sound and the natural view can’t be beat. The rooms are lodgy but spacious and depending on your room, there are public/private balconies."
Danielle 1-night trip
Posted 17 hours ago
Sound View Greenport
Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"Beautiful place to stay . Room has a full kitchen. Also included in the room glasses silverware and dishes . Easy access to the beach. Most enjoyable time ."
John 2-night trip
Posted 2 days ago
Ocean Vista Resort
The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"Lots of parking, rooms were clean and smelt nice"
miranda 1-night trip
Posted 3 days ago
The Atlantic Hotel

Frequently asked questions

What are some accommodations with pools in Wainscott Woods?
Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool, and a private beach. Offshore Montauk: Hotel, 1-minute walk from The Hamptons Beaches. Offers a sauna, a seasonal outdoor pool, and free self parking. The Atlantic Hotel: Provides 2 outdoor tennis courts, a seasonal outdoor pool, and free self parking. Sound View Greenport: Features a private beach, a seasonal outdoor pool, and 2 bars. Montauk Blue Hotel: Hotel, 1-minute walk from The Hamptons Beaches. Offers sun loungers, an indoor pool, and complimentary wireless internet access.
What is there to see and do in Wainscott Woods?
Make a point to visit attractions like Georgica Beach and Guild Hall. During your stay, check out sights such as Wolffer Estates Vineyard, The Jewish Center of the Hamptons, and East Hampton Main Beach.
When is the best time to book a hotel with a pool in Wainscott Woods?
You may want to consider an accommodation that offers an outdoor pool if you plan to visit Wainscott Woods in the hottest months of August, July, or September when the average temperature is 70°F. Lodging with an indoor pool may be what you want if you visit during the coldest months of January, February, or March when the average temperature is 38°F.

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