Brioche buns with chocolate chips priced at $3.50.

Search Hotels with Swimming Pool in Wainscott Woods

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Check availability on Wainscott Woods Hotels with Swimming Pool

Tonight
15 Sept - 16 Sept
Tomorrow
16 Sept - 17 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

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 well-maintained garden with a wooden cabin, a small tree, and a paved pathway.
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.

1. Wainscott Woods Retreat

Wainscott Woods Retreat
Wainscott
  • Seasonal outdoor pool at oceanfront hotel offers garden views and nearby vineyard tours for summer retreats.
₹69,686
₹82,961 total
includes taxes & fees
16 Sept - 17 Sept
Wainscott Woods Retreat
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.

2. The Sagaponack

The Sagaponack
Wainscott
  • Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
₹24,255
₹32,489 total
includes taxes & fees
14 Oct - 15 Oct
The Sagaponack
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.
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

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.
₹28,295
₹32,327 total
includes taxes & fees
4 Oct - 5 Oct
A Room At The Beach

4. 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.
₹23,651
₹29,619 total
includes taxes & fees
28 Sept - 29 Sept
East Hampton House Resort
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 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.

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.
₹30,961
₹35,373 total
includes taxes & fees
4 Oct - 5 Oct
Sag Harbor Inn
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 building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.
A living room with a fireplace, two sofas, a coffee table, and a chair.

6. Journey East Hampton

Journey East Hampton
East Hampton North
  • Seasonal poolside splendour at East Hampton hotel with complimentary bikes and garden views.
₹26,398
₹33,177 total
includes taxes & fees
12 Oct - 13 Oct
Journey East Hampton
A pool area with lounge chairs and umbrellas, a mural on the wall, and a clear view of the sky.
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.
A modern outdoor seating area with a white sofa and a table, a sliding glass door, and a number '25' on the wall.

7. 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.
₹14,205
₹18,618 total
includes taxes & fees
5 Oct - 6 Oct
The Bentley Hotel Southampton
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 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.

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.
₹12,112
₹15,655 total
includes taxes & fees
27 Sept - 28 Sept
Hamlet Inn
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.
A modern bathroom with a glass shower enclosure, a bathtub, and a wall-mounted faucet.
Two Adirondack chairs facing a beach with a clear view of the ocean.

9. Ocean Vista Resort

Ocean Vista Resort
Amagansett
  • Oceanside sanctuary provides splendid private beach access and indoor pool oasis.
₹12,112
₹13,839 total
includes taxes & fees
1 Oct - 2 Oct
Ocean Vista Resort

10. 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.
₹11,367
₹15,585 total
includes taxes & fees
12 Oct - 13 Oct
Windward Shores Ocean 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

Sound View Greenport

Sound View Greenport

10/10 Excellent
"Great place on the water. Piano Bar is nice; good food & drink. All the staff was very friendly and helpful."
Joseph 3-night trip
Posted 6 hours ago
Sound View Greenport
Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"Our room was poolside. Behind the pool were lounge chairs with a view of the ocean. Doesn't get any better than that! Pool doesn't close Labor Day. Stays open til mid October and is heated. Off the pool deck, is a pathway down to the beach. Slept with the door open so we could listen to the waves. Room had a stovetop, microwave, coffeemaker and mini fridge. Plates, glasses, pots, pans and utensils available for use. Bring your own food and drinks instead of paying for overpriced restaurant meals. Rooms were updated, clean, and comfy. Table for two right outside the sliding door. A few blocks away from Montauk village. Plenty of folks staying here but still quiet and peaceful."
Sigrid 1-night trip
Posted 13 hours ago
Ocean Surf Resort
Sun N Sound

Sun N Sound

8/10 Good
"Very nice and clean. Pool was excellent. Only complaint was that the bathroom sink and shower drains were slow to drain. I'll give it a 8/10"
Kathy 2-night trip
Posted 14 hours ago
Sun N Sound
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Absolutely gorgeous stay!"
Sabrina 1-night trip
Posted 2 days ago
Gurney's Montauk Resort & Seawater Spa
Faraway Sag Harbor

Faraway Sag Harbor

10/10 Excellent
"Excellent hotel. Comfortable beds. Nice decorated. Very professional and friendly staff."
Miguel 2-night trip
Posted 2 days ago
Faraway Sag Harbor
Kenny's Tipperary Inn

Kenny's Tipperary Inn

10/10 Excellent
"Very clean. Friendly and helpful staff."
Jaroslaw 1-night trip
Posted 2 days ago
Kenny's Tipperary Inn
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"Very peaceful. See the ocean from the deck, Sauna is clean. Only AC was too loud & Shower water pressure was low. Uber to get around was expensive."
Jammy 4-night trip
Posted 2 days ago
Beachcomber Resort at Montauk

Frequently asked questions

What are some accommodation options with pools in Wainscott Woods?
Sound View Greenport: Features a private beach, a seasonal outdoor pool and 2 bars. The Atlantic Hotel: Offers 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. Provides a seasonal outdoor pool, an indoor pool and a private beach. Offshore Montauk: Hotel, 1-minute walk from The Hamptons Beaches. Features a sauna, a seasonal outdoor pool and free self parking. Montauk Blue Hotel: Hotel, 1-minute walk from The Hamptons Beaches. Offers sunloungers, an indoor pool and flat-screen televisions.
What is there to see and do in Wainscott Woods?
Make a point to visit attractions such as Georgica Beach and Guild Hall. During your stay, visit 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 accommodation with an outdoor swimming pool if you plan to visit Wainscott Woods in the hottest months of August, July or September, when the average temperature is 21°C. Accommodation with an indoor pool may be what you want if you are visiting during the coldest months of January, February or March, when the average temperature is 3°C.

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