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

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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Wainscott Hotels with Pool

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

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.
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.

1. The Sagaponack

The Sagaponack
Wainscott
  • Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
€379
includes taxes & fees
13 Sept - 14 Sept
The Sagaponack
Two people sitting by a poolside with a dining setup including plates, a bottle, and a wine glass.
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.
A well-maintained garden with a wooden cabin, a small tree, and a paved pathway.

2. Wainscott Woods Retreat

Wainscott Woods Retreat
Wainscott
  • Seasonal outdoor pool at oceanfront hotel offers garden views and nearby vineyard tours for summer retreats.
€669
includes taxes & fees
10 Sept - 11 Sept
Wainscott Woods Retreat

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.
€300
includes taxes & fees
10 Sept - 11 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 room with a wicker sofa, a small table with a potted plant, and a bed with a wooden ladder.
A house with a covered porch, a garden with various plants and flowers, and a 'OPEN' sign on the window.
A spacious living room with a white sofa, a coffee table, and a fireplace. There are large windows offering a view of the outdoors.

4. 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.
€151
includes taxes & fees
28 Sept - 29 Sept
Hamlet Inn
A pool area with lounge chairs and umbrellas, a mural on the wall, and a clear view of the sky.
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.
A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.
A hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.

5. 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.
€171
includes taxes & fees
15 Sept - 16 Sept
The Bentley Hotel Southampton
A large house with a swimming pool, deck chairs, and string lights.
A spacious living room with a high ceiling, a staircase, and a view of the outdoors.
A spacious living room with a fireplace, a high ceiling with exposed beams, and a balcony.
An aerial view of a property with a swimming pool surrounded by lounge chairs and umbrellas, a covered patio area, and a small building.

6. Fun for All Ages! In the Heart of the Hamptons! 8/30-9/3 Now Available

Fun for All Ages! In the Heart of the Hamptons! 8/30-9/3 Now Available
Sag Harbor
Fun for All Ages! In the Heart of the Hamptons! 8/30-9/3 Now Available
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 modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.

7. Journey East Hampton

Journey East Hampton
East Hampton North
  • Seasonal poolside splendour at East Hampton hotel with complimentary bikes and garden views.
€405
includes taxes & fees
23 Sept - 24 Sept
Journey East Hampton
A large indoor swimming pool with multiple lanes, safety signs, and a tiled wall with hexagonal patterns.
Two Adirondack chairs facing a beach with a clear view of the ocean.
A wooden deck with Adirondack chairs and tables, overlooking a scenic landscape.
A coastal pathway with a wooden bridge leading to a green sports court.

8. Ocean Vista Resort

Ocean Vista Resort
Amagansett
  • Oceanside sanctuary provides splendid private beach access and indoor pool oasis.
€168
includes taxes & fees
27 Sept - 28 Sept
Ocean Vista 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.
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

9. 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.
€394
includes taxes & fees
30 Sept - 1 Oct
A Room At The Beach
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 waterfront property with a large house, multiple boats docked, and lush greenery.

10. 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.
€349
includes taxes & fees
20 Sept - 21 Sept
Sag Harbor 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

Sound View Greenport

Sound View Greenport

10/10 Excellent
"Loved the location!"
Jessica 1-night trip
Posted 2 hours ago
Sound View Greenport
Hampton's Vacation Inn

Hampton's Vacation Inn

10/10 Excellent
"A short stay to visit our daughter turned into a mini vacation. Lovely grounds comfortable and clean amenities, all well maintained. Did not see staff in person but responsive by text and phone."
Maria 2-night trip
Posted 14 hours ago
Hampton's Vacation Inn
Kenny's Tipperary Inn

Kenny's Tipperary Inn

10/10 Excellent
"Wonderful, friendly staff. Had given us beach passes. Loved eating breakfast in the zen garden"
Barbara 1-night trip
Posted 1 day ago
Kenny's Tipperary Inn
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"All was perfect. Very family friendly. Restaurant on property was amazing. Convenient to all."
Geoff 3-night trip
Posted 1 day ago
Montauk Yacht Club
Marram

Marram

10/10 Excellent
"none"
ITALO 1-night trip
Posted 1 day ago
Marram
The Hampton Maid

The Hampton Maid

10/10 Excellent
"The staff was welcoming. Room was spotless. Water pressure in the shower phenomenal. Proximity to Ponquogue & Tiana Beaches excellent. Beds and pillows very comfortable. Will definitely return!"
Amy 3-night trip
Posted 1 day ago
The Hampton Maid

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: Hotel located near The Hamptons Beaches. Provides 2 outdoor tennis courts, a seasonal outdoor pool and free self parking. Offshore Montauk: Hotel, 1-minute walk from The Hamptons Beaches. Features a sauna, a seasonal outdoor pool and free self parking. Montauk Yacht Club: Hotel, 5-minute walk from The Hamptons Beaches. Offers 2 outdoor swimming pools, a children's pool and a private beach.
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.