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Search Hotels with Swimming Pool in Wainscott

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Check availability on Wainscott Hotels with Swimming Pool

Tonight
11 Sept - 12 Sept
Tomorrow
12 Sept - 13 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Wainscott hotels with a pool

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.
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.
₹24,226
₹32,451 total
includes taxes & fees
12 Oct - 13 Oct
The Sagaponack
Two people sitting by a poolside with a dining setup including plates, a bottle, and a wine glass.
A modern bathroom with a glass-enclosed shower, a white sink, and a large mirror.
A patio with four wicker chairs and a table, a blue umbrella, and a wooden building in the background.
A hotel room with two beds, a kitchenette, a refrigerator, and a wall-mounted shelf with bottles.

2. Wainscott Woods Retreat

Wainscott Woods Retreat
Wainscott
  • Seasonal outdoor pool at oceanfront hotel offers garden views and nearby vineyard tours for summer retreats.
₹67,665
₹80,636 total
includes taxes & fees
13 Sept - 14 Sept
Wainscott Woods Retreat
A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.
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.

3. 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.
₹28,262
₹32,289 total
includes taxes & fees
4 Oct - 5 Oct
A Room At The Beach
A large indoor swimming pool with multiple lanes, safety signs, and a tiled wall with hexagonal patterns.
A coastal pathway with a wooden bridge leading to a green sports court.
A wooden deck with Adirondack chairs and tables, overlooking a scenic landscape.
Two Adirondack chairs facing a beach with a clear view of the ocean.

4. Ocean Vista Resort

Ocean Vista Resort
Amagansett
  • Oceanside sanctuary provides splendid private beach access and indoor pool oasis.
₹12,098
₹13,823 total
includes taxes & fees
1 Oct - 2 Oct
Ocean Vista Resort
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.
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.

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.
₹30,925
₹35,332 total
includes taxes & fees
4 Oct - 5 Oct
Sag Harbor Inn

6. Windward Shores Ocean Resort

Windward Shores Ocean Resort
Napeague
  • Dip into pool bliss just steps from the ocean at this resort with heated seasonal swimming and tennis courts.
₹11,353
₹15,567 total
includes taxes & fees
12 Oct - 13 Oct
Windward Shores Ocean Resort

7. Breakers Montauk

Breakers Montauk
Montauk
  • Seaside poolside escape with sun loungers and umbrellas creates a summer sanctuary.
₹9,363
₹13,808 total
includes taxes & fees
1 Oct - 2 Oct
Breakers Montauk

8. 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.
₹23,607
₹29,566 total
includes taxes & fees
13 Sept - 14 Sept
East Hampton House Resort
A swimming pool with a tiled edge, surrounded by lounge chairs and umbrellas, with a grassy area and trees in the background.
A spacious living room with a white sofa, a coffee table, and a fireplace. There are large windows offering a view of the outdoors.
A house with a covered porch, a garden with various plants and flowers, and a 'OPEN' sign on the window.
A glass-top table with a vase of flowers, surrounded by white-covered chairs, in a bright indoor setting with plants and a fireplace in the background.

9. Hamlet Inn

Hamlet Inn
Southampton
  • Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.
₹12,055
₹15,582 total
includes taxes & fees
13 Sept - 14 Sept
Hamlet Inn
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

Ocean Surf Resort

Ocean Surf Resort

8/10 Good
"The location is ideal…on the beach and close to all that downtown MTK has to offer! The beach chairs and umbrella service was extremely convenient and the outdoor pool is a big plus! The rooms are simple and clean but the AC unit is a bit loud and dated. Overall a great stay!!"
Annamaria 2-night trip
Posted 6 hours ago
Ocean Surf Resort
Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"Very reasonably priced which actually concerned us but very pleasant surprises. Extremely clean. There was seldom a moment when someone wasn't cleaning something. Pool spotless. Chairs, umbrellas and towels for beach and the pool well organized and cleaned. Staff very helpful. Everything from Ocean to shops and restaurants very close."
Robert 2-night trip
Posted 1 day ago
Ocean Resort Inn
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Very good"
Iosif 1-night trip
Posted 2 days ago
Gurney's Montauk Resort & Seawater Spa
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"Across the street from the beach…a great stay and easy walk into town! Will be back."
Rhonda 2-night trip
Posted 5 days ago
Beachcomber Resort at Montauk
Faraway Sag Harbor

Faraway Sag Harbor

8/10 Good
"Faraway has been renovated Beautifully. The food has improved since Baron's Cove. The pool would benefit improving service and perhaps combining the food / drinks servers and pool attendants. In addition since we have been guests of the older Hotel, Baron's Cove for 16 years it would have been meaningful to have the new staff welcome guests and perhaps give a priority rate or welcome massage etc."
Claudia 3-night trip
Posted 9 days ago
Faraway Sag Harbor

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. Sound View Greenport: Offers a private beach, a seasonal outdoor pool and 2 bars. The Atlantic Hotel: Provides 2 outdoor tennis courts, a seasonal outdoor pool and free self parking. 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.
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.

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