Hotels with a Pool in Wainscott

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Hotels with a Pool in Wainscott

A swimming pool with two lounge chairs and a green umbrella.

A beach with pebbles and sand, a sunset, and a calm sea.

Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

A wooden building with a white window and a balcony.

1. The Sagaponack

Wainscott

Pool loungers

$201

$269 total

includes taxes & fees

Nov 15 - Nov 16

2. East Hampton House Resort

East Hampton North

Pool
Free WiFi
Air conditioning
Gym
Laundry facilities
24/7 front desk

$159

$209 total

includes taxes & fees

Nov 2 - Nov 3

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

A waterfront property with a large house, multiple boats docked, and lush greenery.

A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.

A hotel lobby with a sofa, chairs, tables, and a large window.

3. Sag Harbor Inn

Sag Harbor

Outdoor pool
Near the beach

$219

$250 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.

An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

A bedroom with two beds, a ceiling fan, a large window, and a view of greenery outside.

4. A Room At The Beach

Bridgehampton

Outdoor pool
Near the beach

$296

$338 total

includes taxes & fees

Oct 18 - Oct 19

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 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.

5. Journey East Hampton

East Hampton North

Pool loungers
Near the beach

$248

$311 total

includes taxes & fees

Nov 3 - Nov 4

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 bar area with shelves stocked with various bottles and glasses.

A modern hotel room with a bed, bedside table, and a view of the garden.

6. Topping Rose House

Bridgehampton

Full-service spa

$626

$718 total

includes taxes & fees

Oct 29 - Oct 30

A house with a sloped roof, large windows, and a pathway leading to the entrance.

A covered porch with white railings, green cushioned chairs, hanging flower baskets, and pendant lights.

A dining area with a chandelier, a large table, chairs, and a vase with flowers.

A wooden gate leading to a pathway surrounded by lush greenery and trees.

7. Mill House Inn

Pantigo Road Historic District

Near the beach

$325

$470 total

includes taxes & fees

Oct 18 - Oct 19

A pool area with umbrellas, potted plants, and a pathway leading to a building.

A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.

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.

8. Faraway Sag Harbor

Sag Harbor

Pool loungers
Near the beach

$410

$515 total

includes taxes & fees

Nov 16 - Nov 17

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 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 hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.

9. The Bentley Hotel Southampton

Southampton

Pool loungers
Near private beach

$143

$163 total

includes taxes & fees

Nov 3 - Nov 4

A clear swimming pool with blue tiles, surrounded by lounge chairs and blue umbrellas.

A snow-covered pathway leading to a building with a porch.

10. Southampton Inn

Southampton

Poolside bar
Pool loungers

$200

$245 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with lounge chairs and a sign indicating a depth of 4 feet.

A spacious bar area with a large floral arrangement, seating with cushioned chairs, and a view of the upper level through large windows.

A waterfront restaurant with wooden tables and white chairs, set against a backdrop of a marina and calm water.

A modern kitchen with a wooden countertop, a black sink, and a pendant light.

11. EHP Resort & Marina

East Hampton

Poolside bar
Pool loungers
Near the beach

$345

$434 total

includes taxes & fees

Oct 18 - Oct 19

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.

12. Ocean Vista Resort

Amagansett

Indoor pool
On private beach

$161

$183 total

includes taxes & fees

Oct 19 - Oct 20

A swimming pool with lounge chairs and umbrellas, surrounded by a wooden fence and trees.

A modern kitchen with a central island, a dining area with a black and white striped sofa, and a living area with a black leather couch.

A kitchen counter with a coffee maker, thermos, fruits, and breakfast items.

13. The Atlantic Hotel

Southampton

Outdoor pool

$107

$147 total

includes taxes & fees

Oct 28 - Oct 29

A swimming pool with a wooden deck, lounge chairs, and a fence.

A balcony with a view of a dock and a boat, a table with a basket of pastries, and a chair.

A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.

A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

14. The Harbor Front Inn

Greenport

Pool loungers
Near the beach

$179

$233 total

includes taxes & fees

Nov 2 - Nov 3

15. Driftwood Resort

Montauk

On private beach

$152

$206 total

includes taxes & fees

Oct 19 - Oct 20

16. Windward Shores Ocean Resort

Napeague

Direct access to the beach

$155

$205 total

includes taxes & fees

Oct 18 - Oct 19

A pool area with lounge chairs and a covered seating area, surrounded by greenery and a view of neighboring houses.

A bedroom with a bed, a desk, a chair, a window with a view of trees and a body of water.

Two Adirondack chairs facing a beach with a clear view of the sea and a distant island.

A house with a dark blue exterior, a white porch railing, and a red door.

17. Ocean View Terrace Inn

Hampton Bays

On the beach

$135

$213 total

includes taxes & fees

Oct 22 - Oct 23

18. Shelter Island House

Shelter Island Heights

Near the beach

$201

$230 total

includes taxes & fees

Oct 18 - Oct 19

A swimming pool with lounge chairs and umbrellas, a fence, and a sunset view.

A beach bar with wooden chairs and a small table, overlooking the sea.

A spacious room with wicker furniture, large windows, and a view of the sea.

A coastal building with large windows, a deck, and a view of the sea at sunset.

19. Sound View Greenport

Greenport

Poolside bar
Pool loungers
On private beach

$199

$256 total

includes taxes & fees

Nov 16 - Nov 17

A conservatory with a sofa, chairs, a small table, and a view of houses.

A bedroom with a bed, two bedside tables, a window with curtains, a wall-mounted lamp, and a framed picture.

A residential property with a covered patio, a gravel driveway, and a fenced yard.

A sunlit room with a glass ceiling, a sofa, chairs, a table, and a view of the outside.

20. The Penny Lane

Hampton Bays

Outdoor pool
Pool loungers
Near the beach

$161

$184 total

includes taxes & fees

Oct 30 - Oct 31

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