Hotels with a Pool in Bridgehampton

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Nov 8 - Nov 9
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Nov 9 - Nov 10
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Nov 13 - Nov 15
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Nov 20 - Nov 22

Hotels with a Pool in Bridgehampton

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

1. A Room At The Beach

A Room At The Beach
3.0 star property
Bridgehampton
  • Outdoor pool
  • Near the beach
9.2 out of 10, Wonderful, (105 reviews)
Poolside relaxation beckons after exploring the amazing nearby beach with the hotel's beach pass. Individually furnished rooms offer rainfall showers and minibars, while complimentary bicycles provide a breezy way to discover The Hamptons.
The price is $296
$338 total
includes taxes & fees
Nov 9 - Nov 10
A Room At The Beach
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.

2. Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
  • Full-service spa
9.0 out of 10, Wonderful, (165 reviews)
Poolside relaxation meets wellness at this luxury Hamptons retreat, where an outdoor swimming oasis complements the full-service spa. Nearby hiking trails, kayaking adventures, and bicycles await for the active traveler, while the acclaimed restaurant serves memorable meals after a refreshing dip.
The price is $626
$718 total
includes taxes & fees
Nov 9 - Nov 10
Topping Rose House
A swimming pool with two lounge chairs and a green umbrella.

3. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
  • Pool loungers
8.8 out of 10, Excellent, (295 reviews)
Swimming sessions become highlight moments at this quaint Hamptons retreat's seasonal outdoor pool. Sun-drenched loungers invite lazy afternoons from May through September, while beach umbrellas and complimentary towels complete the perfect summer escape.
The price is $206
$275 total
includes taxes & fees
Nov 15 - Nov 16
The Sagaponack
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

4. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
  • Outdoor pool
  • Near the beach
9.4 out of 10, Exceptional, (687 reviews)
Seasonal outdoor poolside lounging awaits at this harbor-adjacent retreat where clean, spacious rooms open to private balconies. Guests rave about the peaceful atmosphere, continental breakfast with a view, and proximity to Hamptons beaches.
The price is $219
$250 total
includes taxes & fees
Nov 9 - Nov 10
Sag Harbor Inn
A pool area with lounge chairs and umbrellas, a mural on the wall, and a clear view of the sky.

5. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
  • Pool loungers
  • Near private beach
9.6 out of 10, Exceptional, (615 reviews)
Pool enthusiasts delight in the pristine seasonal swimming spot, complete with sun loungers and umbrellas. Located near The Hamptons Beaches, this freshly remodeled hotel offers individually furnished rooms, plus nearby sailing and kayaking adventures.
The price is $137
$156 total
includes taxes & fees
Nov 11 - Nov 12
The Bentley Hotel Southampton
Outdoor pool

6. East Hampton House Resort

East Hampton House Resort
3.0 star property
East Hampton North
  • Pool
  • Free WiFi
  • Air conditioning
  • Gym
  • Laundry facilities
  • 24/7 front desk
9.0 out of 10, Wonderful, (353 reviews)
Sparkling waters of the seasonal outdoor pool beckon after tennis matches at this meticulously clean East Hampton hotel. Gardens, playground, and barbecue areas create a resort atmosphere just moments from The Hamptons Beaches.
The price is $159
$208 total
includes taxes & fees
Dec 9 - Dec 10
East Hampton House Resort
A clear swimming pool with blue tiles, surrounded by lounge chairs and blue umbrellas.

7. Southampton Inn

Southampton Inn
3.0 star property
Southampton
  • Poolside bar
  • Pool loungers
8.6 out of 10, Excellent, (602 reviews)
Poolside perfection awaits at the seasonal outdoor oasis, complete with umbrellas and a beach bar. Beyond swimming, guests discover tennis courts, bicycles for rent, and an arcade room, all minutes from Cooper's Beach.
The price is $200
$245 total
includes taxes & fees
Nov 9 - Nov 10
Southampton Inn
A swimming pool with a tiled edge, surrounded by lounge chairs and umbrellas, with a grassy area and trees in the background.

8. Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
  • Pool loungers
  • Near private beach
8.6 out of 10, Excellent, (518 reviews)
Poolside lounging takes center stage at this sun-soaked retreat with umbrella-shaded relaxation from May through September. Beyond the refreshing waters, guests discover hiking trails, water sports, and pristine beaches within minutes.
The price is $107
$138 total
includes taxes & fees
Nov 9 - Nov 10
Hamlet Inn
A swimming pool with a white fence, a table with chairs, and a building with a white picket fence in the background.

9. Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
  • Outdoor pool
  • Pool loungers
8.6 out of 10, Excellent, (223 reviews)
Sparkling waters invite relaxation at this seasonal outdoor pool, open June through September with comfortable sun loungers for the perfect Hamptons day. Located near Cooper's Beach, the hotel offers a refreshing escape after shoreline adventures.
The price is $149
$178 total
includes taxes & fees
Dec 1 - Dec 2
Southampton Long Island Hotel
A pool area with umbrellas, potted plants, and a pathway leading to a building.

10. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
  • Pool loungers
  • Near the beach
9.0 out of 10, Wonderful, (320 reviews)
Swimming becomes an elevated experience at the seasonal outdoor pool, complete with private cabanas and plush sun loungers. Beyond aquatic pleasures, guests savor excellent on-site dining, cozy fireplace gatherings, and complimentary bicycles for exploring the charming Hamptons area.
The price is $324
$407 total
includes taxes & fees
Dec 6 - Dec 7
Faraway Sag Harbor
A pool area with lounge chairs and an umbrella, surrounded by lush greenery.

11. Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
  • Pool loungers
  • Near the beach
9.2 out of 10, Wonderful, (211 reviews)
Sparkling waters of the seasonal pool (April-October) invite summer splashes amid lush garden surroundings. Families appreciate sun loungers, pool umbrellas, and the nearby playground, while adventurous souls can borrow bicycles to explore scenic Hamptons beaches.
The price is $212
$266 total
includes taxes & fees
Nov 16 - Nov 17
Journey East Hampton
A swimming pool with lounge chairs and umbrellas, surrounded by a wooden fence and trees.

12. The Atlantic Hotel

The Atlantic Hotel
2.5 star property
Southampton
  • Outdoor pool
7.2 out of 10, Good, (1,000 reviews)
Dive into refreshment at the seasonal outdoor pool, open May to October. Guests praise the spacious rooms and friendly staff at this hotel near Hamptons beaches, where tennis courts and nearby adventure sports await exploration.
The price is $129
$172 total
includes taxes & fees
Nov 9 - Nov 10
The Atlantic Hotel
A swimming pool with lounge chairs and umbrellas, surrounded by a wooden deck and a view of boats.

13. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
  • Pool loungers
  • Near the beach
9.0 out of 10, Wonderful, (675 reviews)
Dive into relaxation at the seasonal outdoor pool featuring stunning harbor vistas, plush loungers, and refreshing waters. Guests rave about the hotel's prime location, steps from shops and restaurants, plus the indulgent Italian linens and pillowtop mattresses awaiting after a swim.
The price is $149
$199 total
includes taxes & fees
Nov 15 - Nov 16
The Harbor Front Inn
A swimming pool with lounge chairs and a table, surrounded by greenery and buildings.

14. The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
  • Near the beach
9.4 out of 10, Exceptional, (818 reviews)
Splash into summer relaxation at the seasonal outdoor pool, complete with comfortable seating and attentive towel service. Beyond aquatic enjoyment, guests savor international cuisine at R.AIRE restaurant after exploring hiking trails or kayaking adventures.
The price is $235
$268 total
includes taxes & fees
Nov 9 - Nov 10
The Hampton Maid
A house with a sloped roof, large windows, and a pathway leading to the entrance.

15. Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
  • Near the beach
9.0 out of 10, Wonderful, (90 reviews)
Cycling enthusiasts pedal off from this colonial bed & breakfast after savoring a chef-prepared breakfast that guests rave about. Adventure seekers find kayaking, sailing, and surfing nearby while enjoying individually furnished rooms with fireplaces and premium Frette linens.
The price is $325
$470 total
includes taxes & fees
Nov 10 - Nov 11
Mill House Inn
A conservatory with a sofa, chairs, a small table, and a view of houses.

16. The Penny Lane

The Penny Lane
3.0 star property
Hampton Bays
  • Outdoor pool
  • Pool loungers
  • Near the beach
9.2 out of 10, Wonderful, (130 reviews)
Crystal-blue water beckons from the seasonal outdoor pool, surrounded by loungers for soaking up sunshine between May and October. Seaside adventures continue with barbecue gatherings in the garden before retreating to air-conditioned comfort.
The price is $177
$202 total
includes taxes & fees
Nov 9 - Nov 10
The Penny Lane
A swimming pool with lounge chairs and umbrellas, a fence, and a sunset view.

17. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
  • Poolside bar
  • Pool loungers
  • On private beach
8.4 out of 10, Very good, (766 reviews)
Poolside paradise meets oceanfront splendor at this beachfront retreat featuring a seasonal outdoor pool with loungers and umbrellas. Sip cocktails from the poolside bar while admiring spectacular sunsets before enjoying fresh seafood at the waterfront restaurant.
The price is $169
$222 total
includes taxes & fees
Nov 11 - Nov 12
Sound View Greenport
A two-story building with a swimming pool, red lounge chairs, and a well-maintained lawn.

18. Seven - A Resort Style Inn

Seven - A Resort Style Inn
2.0 star property
Shelter Island Heights
  • Near the beach
The price is $423
$483 total
includes taxes & fees
Nov 24 - Nov 25
Seven - A Resort Style Inn
A poolside area with sun loungers, a pool, and a building with a balcony.

19. Oyster Estate

Oyster Estate
4.0 star property
Greenport
  • Pool loungers
  • Hot tub
9.2 out of 10, Wonderful, (301 reviews)
Poolside perfection awaits at this North Fork retreat where sun loungers and umbrellas frame the seasonal outdoor oasis. After swimming laps, guests can unwind in the hot tub, hit the fitness center, or pedal through town on free bicycles.
The price is $200
$252 total
includes taxes & fees
Nov 15 - Nov 16
Oyster Estate
Pool

20. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
  • Direct access to the beach
8.8 out of 10, Excellent, (333 reviews)
Beachfront bliss awaits at this pristine resort where a seasonal pool, 2 tennis courts, and ocean views create perfect relaxation. Individually furnished rooms feature full kitchens, while attentive staff ensure a seamless stay.
The price is $146
$194 total
includes taxes & fees
Nov 9 - Nov 10
Windward Shores Ocean Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Discover your perfect hotel with a pool in Bridgehampton

Breakfast included
4 stars

Top landmarks in Bridgehampton

A sandy path leading to a beach with grassy dunes on either side.

Ocean Road Beach

10.0/10 (1 review)
Whether you want to collect beach glass or watch the sunset, Ocean Road Beach is a spot you might want to check out, located 2.5 mi (4 km) from central Bridgehampton. If you want to continue walking by the waves, head to The Hamptons Beaches and Georgica Beach.
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About the destination

Spend time at the beach, as well as checking out the local cuisine in Bridgehampton. Plan a fun excursion to Channing Daughters Winery and Bridgehampton Historical Museum while here. You might find that sights like The Hamptons Beaches and Ocean Road Beach are worth a visit.