Brioche buns with chocolate chips priced at $3.50.

Hotels with Swimming Pool in Wainscott Woods, Wainscott

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Check availability on Wainscott Woods Hotels with Swimming Pool

Tonight
Sep 3 - Sep 4
Tomorrow
Sep 4 - Sep 5
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Wainscott Woods hotels with a pool

Two people sitting by a poolside with a dining setup including plates, a bottle, and a wine glass.
A hotel room with two beds, a kitchenette, a refrigerator, and a wall-mounted shelf with bottles.
A patio with four wicker chairs and a table, a blue umbrella, and a wooden building in the background.
A modern bathroom with a glass-enclosed shower, a white sink, and a large mirror.

1. Wainscott Woods Retreat

Wainscott Woods Retreat
Wainscott
  • Seasonal outdoor pool at oceanfront hotel offers garden views and nearby vineyard tours for summer retreats.
P40,433
P48,379 total
includes taxes & fees
Sep 10 - Sep 11
Wainscott Woods Retreat
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.
A bathtub surrounded by candles and flower petals.

2. 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.
P20,581
P23,514 total
includes taxes & fees
Oct 4 - Oct 5
A Room At The Beach
A swimming pool with two lounge chairs and a green umbrella.
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.
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.

3. The Sagaponack

The Sagaponack
Wainscott
  • Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
P15,878
P21,268 total
includes taxes & fees
Oct 4 - Oct 5
The Sagaponack
A swimming pool with lounge chairs and umbrellas, a fence, and a sunset view.
A spacious room with wicker furniture, large windows, and a view of the sea.
A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.
A seaside restaurant with outdoor seating, a deck, and a view of the ocean.

4. Sound View Greenport

Sound View Greenport
Greenport
  • Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
P15,248
P22,781 total
includes taxes & fees
Sep 28 - Sep 29
Sound View Greenport

5. 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.
P15,443
P19,341 total
includes taxes & fees
Sep 28 - Sep 29
East Hampton House Resort
A large indoor swimming pool with multiple lanes, safety signs, and a tiled wall with hexagonal patterns.
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.
A coastal pathway with a wooden bridge leading to a green sports court.

6. Ocean Vista Resort

Ocean Vista Resort
Amagansett
  • Oceanside sanctuary provides splendid private beach access and indoor pool oasis.
P7,929
P9,059 total
includes taxes & fees
Oct 1 - Oct 2
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 spacious hallway with a fireplace, a large window, and a built-in shelving unit.

7. 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.
P18,775
P21,451 total
includes taxes & fees
Sep 24 - Sep 25
Sag Harbor Inn
A swimming pool with a tiled edge, surrounded by lounge chairs and umbrellas, with a grassy area and trees in the background.
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.
A room with a wicker sofa, a small table with a potted plant, and a bed with a wooden ladder.

8. 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.
P7,909
P10,223 total
includes taxes & fees
Sep 29 - Sep 30
Hamlet Inn
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 lounge area with a pool view, white furniture, and contemporary lighting fixtures.

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.
P9,033
P11,884 total
includes taxes & fees
Sep 27 - Sep 28
The Bentley Hotel Southampton

10. Sea Crest Resort

Sea Crest Resort
Amagansett
  • Coastal serenity awaits at this oceanfront hotel with an inviting pool and comfortable loungers for relaxation.
P10,387
P13,228 total
includes taxes & fees
Sep 28 - Sep 29
Sea Crest Resort
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

Hampton's Vacation Inn

Hampton's Vacation Inn

10/10 Excellent
"Loved our stay! The staff was very helpful. Would definitely stay again!"
Diane 1-night trip
Posted 5 hours ago
Hampton's Vacation Inn
The Hampton Maid

The Hampton Maid

10/10 Excellent
"wonderful hotel."
SABINA 1-night trip
Posted 10 hours ago
The Hampton Maid
Kenny's Tipperary Inn

Kenny's Tipperary Inn

8/10 Good
"Nice hotel and very clean, and the staff were very courteous and helpful. Beach is walking distance right down the road. Perfect location if you're looking for something by the beach."
Demetra 4-night trip
Posted 13 hours ago
Kenny's Tipperary Inn
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 14 hours ago
Faraway Sag Harbor
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Great beachfront property! Spa is amazing!"
Daniel 1-night trip
Posted 1 day ago
Gurney's Montauk Resort & Seawater Spa
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"This was a beautiful property on the water. We went to celebrate a birthday and it was the perfect location. The bedrooms were large and had high end toiletries. The restaurants on the property were delicious and had excellent service. It's also pretty centrally located and was only a few minutes from the downtown area. Highly recommend this property."
Arabella 1-night trip
Posted 2 days ago
Montauk Yacht Club

Frequently asked questions

What are some accommodations with pools in Wainscott Woods?
Sound View Greenport: Features a private beach, a seasonal outdoor pool, and 2 bars. The Atlantic Hotel: Hotel located near The Hamptons Beaches. Offers 2 outdoor tennis courts, a seasonal outdoor pool, and free self parking. Offshore Montauk: Hotel, 1-minute walk from The Hamptons Beaches. Provides a sauna, a seasonal outdoor pool, and free self parking. Montauk Yacht Club: Hotel, 5-minute walk from The Hamptons Beaches. Features 2 outdoor pools, a children's pool, and a private beach. 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.
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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