A wooden boardwalk leading through tall grass towards a body of water.

Find Hotels with a Pool in Village of Southampton, NY

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Check availability on Village of Southampton Hotels with a Pool

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Village of Southampton hotels with a pool

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

1. Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (601 reviews)
  • cleanliness
    Sparkling seasonal pool at this Tudor hotel offers summer splendor with poolside bar service.
The price is ₩267,922
₩327,923 total
includes taxes & fees
Nov 1 - Nov 2
Southampton Inn
A pool area with lounge chairs and umbrellas, a mural on the wall, and a clear view of the sky.

2. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (612 reviews)
  • cleanliness
    Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.
The price is ₩192,950
₩220,446 total
includes taxes & fees
Nov 9 - Nov 10
The Bentley Hotel Southampton
A poolside area with lounge chairs, a table with food and drinks, and a pool.

3. Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
4.0 star property
Hampton Bays
9.8 out of 10, Exceptional, (76 reviews)
  • cleanliness
    Dive into pool-side luxury at this Hamptons retreat where massages and seasonal swimming create a waterfront escape period.
The price is ₩756,880
₩916,618 total
includes taxes & fees
Nov 7 - Nov 8
Canoe Place Inn and Cottages
A swimming pool with lounge chairs and a table, surrounded by greenery and buildings.

4. The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.4 out of 10, Exceptional, (812 reviews)
  • cleanliness
    Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
The price is ₩283,327
₩323,700 total
includes taxes & fees
Nov 2 - Nov 3
The Hampton Maid
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.

5. Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (164 reviews)
  • cleanliness
    Serene outdoor pool creates luxurious oasis in the Hamptons; perfect for unwinding after coastal adventures.
The price is ₩837,926
₩962,020 total
includes taxes & fees
Nov 3 - Nov 4
Topping Rose House
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

6. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (681 reviews)
  • cleanliness
    Swim into serenity at this charming Sag Harbor retreat with a seasonal outdoor pool and balcony views.
The price is ₩293,375
₩335,180 total
includes taxes & fees
Nov 1 - Nov 2
Sag Harbor Inn
A bedroom with a bed, bedside table, lamp, and a view of the outdoors through a window.

7. Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (223 reviews)
  • cleanliness
    Luxurious poolside retreat with seasonal outdoor oasis and plush sun loungers, just minutes from Cooper's Beach in the Hamptons.
The price is ₩212,998
₩254,017 total
includes taxes & fees
Nov 1 - Nov 2
Southampton Long Island Hotel
A pool area with lounge chairs and a covered seating area, surrounded by greenery and a view of neighboring houses.

8. Ocean View Terrace Inn

Ocean View Terrace Inn
2.0 star property
Hampton Bays
8.8 out of 10, Excellent, (143 reviews)
  • cleanliness
    Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
The price is ₩196,668
₩305,230 total
includes taxes & fees
Oct 31 - Nov 1
Ocean View Terrace Inn
A conservatory with a sofa, chairs, a small table, and a view of houses.

9. The Penny Lane

The Penny Lane
3.0 star property
Hampton Bays
9.2 out of 10, Wonderful, (128 reviews)
  • cleanliness
    Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
The price is ₩215,932
₩246,701 total
includes taxes & fees
Nov 12 - Nov 13
The Penny Lane
A swimming pool with lounge chairs and umbrellas, surrounded by a wooden fence and trees.

10. The Atlantic Hotel

The Atlantic Hotel
2.5 star property
Southampton
7.2 out of 10, Good, (1,000 reviews)
  • cleanliness
    Splash into summer at this modern hotel with tennis courts and a seasonal pool for sunny relaxation.
The price is ₩138,644
₩191,891 total
includes taxes & fees
Nov 24 - Nov 25
The Atlantic Hotel
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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Choose what matters most at hotels with a pool in Village of Southampton

Breakfast included
4 stars

Top Village of Southampton Hotel Reviews

Faraway Sag Harbor

Faraway Sag Harbor

10/10 Excellent
"Perfect experience all around. But very noisy at 8 am - maintenance trucks, etc too loud. Would be better if they started at 9 am. A little jarring to hear the noise right outside rooms so early"
Mary Ann 1-night trip
Posted 5 hours ago
Faraway Sag Harbor

Frequently asked questions

What are some accommodations with pools in Village of Southampton?
Southampton Inn: Features 2 bars, a seasonal outdoor pool, and a beach shuttle. Harpoon House: Offers 2 outdoor tennis courts, a seasonal outdoor pool, and free self parking. Southampton Village Motel: Features a private beach, a seasonal outdoor pool, and 2 bars. The Atlantic Hotel: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Sound View Greenport: Hotel, 3-minute walk from The Hamptons Beaches. Offers spa services, a seasonal outdoor pool, and a snack bar/deli.
What is there to see and do in Village of Southampton?
The picturesque setting of Cooper's Beach and The Hamptons Beaches showcase the area's natural beauty. Discover sights such as Southampton Historical Museum, Southampton Arts Center, and Southampton Cultural Center during your stay.
When is the best time to book a hotel with a pool in Village of Southampton?
You may want to consider a place to stay with an outdoor swimming pool if you will be visiting Village of Southampton in the hottest months of August, July, or September when the average temperature is 70°F. Lodging with an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or March when the average temperature is 39°F.
What's the best way to travel around Village of Southampton?
Knowing the transportation options in and around Village of Southampton can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, hop aboard a train at Southampton Station. Village of Southampton might not have very many public transit options so consider a car rental to maximize your time.