A vineyard with rows of grapevines and a grassy path.

Find Hotels with a Pool in Bridgehampton, NY from CA $242

  • 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 Bridgehampton Hotels with a Pool

Tonight
Aug 27 - Aug 28
Tomorrow
Aug 28 - Aug 29
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Bridgehampton hotels with a pool

A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.
A bathtub surrounded by candles and flower petals.
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

1. 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.
CA $968
CA $1,106 total
includes taxes & fees
Sep 21 - Sep 22
A Room At The Beach
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.
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.
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.

2. Topping Rose House

Topping Rose House
Bridgehampton
  • Serene outdoor pool creates luxurious oasis in the Hamptons; perfect for unwinding after coastal adventures.
CA $1,285
CA $1,473 total
includes taxes & fees
Sep 7 - Sep 8
Topping Rose House
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 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.

3. 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.
CA $211
CA $276 total
includes taxes & fees
Sep 15 - Sep 16
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 house with a covered porch, a garden with various plants and flowers, and a 'OPEN' sign on the window.
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.

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.
CA $188
CA $242 total
includes taxes & fees
Sep 27 - Sep 28
Hamlet Inn
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 spacious hallway with a fireplace, a large window, and a built-in shelving unit.

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.
CA $490
CA $560 total
includes taxes & fees
Sep 21 - Sep 22
Sag Harbor Inn
A swimming pool with two lounge chairs and a green umbrella.
A wooden building with a white window and a balcony.
A wooden outdoor seating area with a sofa and a table, surrounded by gravel and greenery, with a house in the background.
A beach with pebbles and sand, a sunset, and a calm sea.

6. The Sagaponack

The Sagaponack
Wainscott
  • Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
CA $473
CA $610 total
includes taxes & fees
Sep 13 - Sep 14
The Sagaponack
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.
An outdoor seating area with Adirondack chairs and a table, surrounded by American flags and flowers, with a view of houses and a body of water in the background.
Two Adirondack chairs facing a beach with a clear view of the sea and a distant island.

7. Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays
  • Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
CA $190
CA $299 total
includes taxes & fees
Sep 13 - Sep 14
Ocean View Terrace Inn
A swimming pool with a white fence, a table with chairs, and a building with a white picket fence in the background.
A covered patio area with outdoor seating, a potted plant, and a well-maintained lawn.
A bedroom with a bed, bedside tables, a chair, a desk, and a bathroom visible through an open door.
A living room area with a sofa, a dining table, and a separate queen bedroom.

8. Southampton Long Island Hotel

Southampton Long Island Hotel
Southampton
  • Luxurious poolside retreat with seasonal outdoor oasis and plush sun loungers, just minutes from Cooper's Beach in the Hamptons.
CA $276
CA $329 total
includes taxes & fees
Sep 8 - Sep 9
Southampton Long Island Hotel
A swimming pool with lounge chairs and umbrellas, surrounded by a wooden fence and trees.
A sign for 'The Atlantic Southampton' with a stylized logo and text.
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 hotel room with a bed, bedside tables, a desk with chairs, a sofa, a window with curtains, and a door leading outside.

9. The Atlantic Hotel

The Atlantic Hotel
Southampton
  • Splash into summer at this modern hotel with tennis courts and a seasonal pool for sunny relaxation.
CA $261
CA $333 total
includes taxes & fees
Sep 27 - Sep 28
The Atlantic Hotel
A clear swimming pool with blue tiles, surrounded by lounge chairs and blue umbrellas.
A well-maintained garden with a central pathway leading to a house.
A snow-covered pathway leading to a building with a porch.

10. Southampton Inn

Southampton Inn
Southampton
  • Sparkling seasonal pool at this Tudor hotel offers summer splendour with poolside bar service.
CA $504
CA $598 total
includes taxes & fees
Sep 20 - Sep 21
Southampton Inn
View all properties

Choose what matters most at hotels with a pool in Bridgehampton

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Bridgehampton Hotel Reviews

Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"Me and my boyfriend stayed here for two full days in late August! We are under 25, and they allowed us to stay! Scarlet helped us through the whole thing and she was a joy!! We arrived earlier than our check in and our room was ready, so we were in our room 2 hours earlier which was amazing! They provide beach towels, chairs and umbrellas which was so helpful! The beach is literally a 2 minute walk away, and is free. The location is phenomenal, as everything is right nearby in short walking distance. We got the regular room, which was just a bed and tv, and was perfect for us two. Tv was cable only, and they did provide a mini fridge and microwave. They also provided shampoo and conditioner and body wash. Q-tips, toothpaste, makeup wipes. Which was helpful! We didn’t have an ocean view, but we could walk a few steps and have a great view of it! They had blackout curtains too which was nice! We visited two restaurants nearby for dinner, The Alimentari Beach, which was an Italian place. So delicious! And Mavericks in Montauk! Which was also amazing! The view there was beautiful! For breakfast we went to Bird on the Roof and Anthony’s Pancakes! Both were amazing and definitely recommend! We spent our days at the beach, and our first night we also went to the mini golf nearby, which was a quick walk as well! $26 for both of us! This place is a must for anyone who is looking for a beach walking town and a quiet safe neighborhood! Would go back!!"
John 2-night trip
Posted 1 hour ago
Ocean Resort Inn
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"Location and condition of property was great. Would definitely stay there again."
Greg 4-night trip
Posted 3 hours ago
Beachcomber Resort at Montauk
Sound View Greenport

Sound View Greenport

10/10 Excellent
"Front desk team super nice and accommodating!"
Aldo 1-night trip
Posted 1 day ago
Sound View Greenport
The Pridwin Hotel

The Pridwin Hotel

8/10 Good
"lovely place. Had an issue with my AC and there was nobody around to fix it"
Harris 2-night trip
Posted 2 days ago
The Pridwin Hotel
Budget Host East End

Budget Host East End

8/10 Good
"We came for the pool and enjoyed every minute of a few relaxing days poolside. Lush green grounds provided some shady picnic tables when it was time to get out of the sun. If you are looking for an inexpensive stay not far from the Hamptons or North Fork this is your place. Staff, especially, front desk, very nice, friendly and informative. Rooms had a mini fridge and comfy bed. A/C worked great. Try to get a poolside room. Hotel includes continental breakfast on weekends. Multiple excellent restaurant options nearby on Main Street. We would recommend Olga's for breakfast, offers outdoor/indoor seating. For dinner there is Cliff's Rendezvous steak house. Call and go when they offer their steak special night. Jerry and the Mermaid for seafood, also has outdoor/indoor seating by the water. There is Tweed's where you can try Buffalo. And a few hidden gems with great water views and outdoor seating -Turkuaz (Turkish food ) and Country Farm Kitchen. There is Atlantis Aquarium nearby, that also offers boat tours of the Peconic by day and booze cruises weekend eves. Suffolk Theatre offers well known artists in concert on the weekends. There are at least 4 breweries a short drive away and homemade ice cream at Snowflake and homemade chocolate at North Fork Chocolate & Eatery. Polish Town is nearby if you want Polish food try the Birchwood Restaurant or groceries from the town's deli's."
sigrid 2-night trip
Posted 6 days ago
Budget Host East End

Frequently asked questions

What are some hotels with pools in Bridgehampton?
Topping Rose House: Hotel located near The Hamptons Beaches. Features a full-service spa, an outdoor pool, and a rooftop terrace. A Room At The Beach: Offers free self parking, an outdoor pool, and complimentary bicycles. New and Modern Bridgehampton Accommodations: Features a private beach, a seasonal outdoor pool, and 2 bars. Sound View Greenport: Hotel located near The Hamptons Beaches. Offers 2 outdoor tennis courts, a seasonal outdoor pool, and free self parking. The Atlantic Hotel: Hotel, 1-minute walk from The Hamptons Beaches. Features a sauna, a seasonal outdoor pool, and free self parking.
What is there to see and do in Bridgehampton?
The picturesque setting of The Hamptons Beaches and Ocean Road Beach showcase the area's natural beauty. During your stay, check out sights such as Children's Museum of The East End, Hampton Classic Horse Show Grounds, and Mecox Bay. The beaches and restaurants are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Bridgehampton?
You may want to consider a place to stay that has an outdoor pool if you will be visiting Bridgehampton in the warmest months of August, July, or September when the average temp is 70°F. Lodging with an indoor pool may be the way to go if you come to town during the coldest months of January, February, or March when the average temp is 38°F.
What's the best way to travel around Bridgehampton?
Knowing the transportation options in and around Bridgehampton can help you enjoy the area beyond your hotel pool. If you want to venture outside of the area, hop aboard a train at Bridgehampton Station. Bridgehampton might not have very many public transit options so consider renting a car to explore more.

Explore a world of travel with Expedia