A welcome sign for the village of Southampton, established in 1640, with a cyclist on the road.

Find Hotels with a Pool in Southampton, NY

Q: What are some hotels with pools in Southampton?

Hamlet Inn : Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Capri : Offers continental, a seasonal outdoor pool, and free self parking. Garden Oasis B&B w/ Pool & Bikes in Southampton : Provides a water park, a communal pool, and kitchens. Lux Southampton B&B: Pool, Tennis, Gym & Bikes : Features a water park, a communal pool, and complimentary wireless internet access. Private B&B w/ Pool, Gym, Tennis & Biocharger : Offers a water park, a communal pool, and complimentary wireless internet access.

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November 2026

December 2026

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Our top choices for Southampton hotels with a pool

A pool area with lounge chairs and umbrellas, a mural on the wall, and a clear view of the sky.

1. The Bentley Hotel Southampton

Southampton

Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.

￥25,834 total

includes taxes & fees

Nov 23 - Nov 24

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

2. Southampton Inn

Southampton

Sparkling seasonal pool at this Tudor hotel offers summer splendor with poolside bar service.

￥38,552 total

includes taxes & fees

Nov 10 - Nov 11

A swimming pool with a tiled edge, surrounded by lounge chairs and umbrellas, with a grassy area and trees in the background.

3. Hamlet Inn

Southampton

Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.

￥21,801 total

includes taxes & fees

Nov 10 - Nov 11

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

4. The Atlantic Hotel

Southampton

Splash into summer at this modern hotel with tennis courts and a seasonal pool for sunny relaxation.

￥23,281 total

includes taxes & fees

Dec 6 - Dec 7

A swimming pool with a white fence, a table with chairs, and a building with a white picket fence in the background.

5. 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.

￥28,137 total

includes taxes & fees

Dec 1 - Dec 2

Seasonal April to October Salt water heated oversized pool

6. Charming Southampton Village Guest Home -Walk to Beach, Restaurants, Shops

Southampton

￥146,465 total

includes taxes & fees

Nov 20 - Nov 21

A rectangular swimming pool with a tiled edge, surrounded by a brick patio. There are six lounge chairs aligned along the poolside, each with a matching umbrella. The area is enclosed by dense green foliage and trees.

7. Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Southampton

￥456,332 total

includes taxes & fees

Nov 13 - Nov 14

A rectangular swimming pool with clear blue water, surrounded by lounge chairs and potted plants.

8. Luxury B&B: Pool, Tennis, Free Local Rides

Southampton

￥59,522 total

includes taxes & fees

Nov 8 - Nov 9

A backyard with a swimming pool, lounge chairs, and a barbecue area.

9. COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

Southampton

￥439,309 total

includes taxes & fees

Nov 9 - Nov 10

A rectangular swimming pool with a tiled edge, surrounded by lounge chairs and potted plants.

10. Garden Oasis B&B w/ Pool & Bikes in Southampton

Southampton

￥150,943 total

includes taxes & fees

Nov 20 - Nov 21

View all properties

Choose what matters most at hotels with a pool in Southampton

Breakfast included

4 stars

Top Southampton Hotel Reviews

The Bentley Hotel Southampton

Southampton

10/10 Excellent

Jennifer

Southampton Inn

Southampton

10/10 Excellent

Anonymous traveler

A swimming pool with lounge chairs and a table, surrounded by greenery and buildings.

The Hampton Maid

Hampton Bays

10/10 Excellent

Such a beautiful property, lots of trees, lovely landscaping. They keep Crassula in pots on all of the porches as long as weather permits. The room I stayed in (double queen) was very spacious. Wood beamed ceiling with a ceiling fan, walk in shower. Loved the restaurant that was open for breakfast daily. Open for dinner Tuesday - Saturday while I was there. It's still family owned and run after 69 years. Great dining options all around, and lots to see and do on the island - although you...

ALIX

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

Sag Harbor Inn

Sag Harbor

10/10 Excellent

Anonymous traveler

A poolside area with lounge chairs, a table with food and drinks, and a pool.

Canoe Place Inn and Cottages

Hampton Bays

10/10 Excellent

Quinne

A poolside area with lounge chairs, umbrellas, and a view of boats in the background.

Hyatt Place Long Island East End

Riverhead

10/10 Excellent

Karen

A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.

Topping Rose House

Bridgehampton

10/10 Excellent

Boby who was the 1st to greet us and last to see us go did all he could the entire stay to make our experience magical! The room offering free travel arraignments in a beautiful Lexus with message seats, to setting up a message, to a complementary breakfast and more. I almost don't want to gush anymore to because I need to go back! The Topping Rose has the feel of a bed & breakfast & the amenities of any 5 star hotel! Nothing was missed, (Not to brag) But I am an Event Staff professional and...

Erick

A rectangular swimming pool with metal ladders on both sides, surrounded by a stone wall and a fence.

Holiday Inn Express & Suites Riverhead - Long Island by IHG

Riverhead

10/10 Excellent

William

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

A Room At The Beach

Bridgehampton

10/10 Excellent

Jess

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

Residence Inn by Marriott New York Long Island East End

Riverhead

10/10 Excellent

Tyshja

A swimming pool with lounge chairs and umbrellas, surrounded by a wooden deck and a view of boats.

The Harbor Front Inn

Greenport

10/10 Excellent

Maureen

A pool area with lounge chairs and an umbrella, surrounded by lush greenery.

Journey East Hampton

East Hampton North

10/10 Excellent

Brittany

East Hampton House Resort

East Hampton North

10/10 Excellent

Anonymous traveler

Frequently Asked Questions

How many pool hotels should I expect to find in Southampton?

Expedia has 8 hotels in Southampton for your poolside break.

What's it like visiting Southampton?

If taking it easy by the pool is your idea of the perfect getaway, you might want to think about Southampton, which has 8 places to stay with pools. During your visit, you can explore attractions like Southampton Historical Museum and Southampton Arts Center, and then kick back and relax poolside at one of the accommodations in Southampton that guests like for their pools.

What are some hotels with pools in Southampton?

Hamlet Inn: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Capri: Offers continental, a seasonal outdoor pool, and free self parking. Garden Oasis B&B w/ Pool & Bikes in Southampton: Provides a water park, a communal pool, and kitchens. Lux Southampton B&B: Pool, Tennis, Gym & Bikes: Features a water park, a communal pool, and complimentary wireless internet access. Private B&B w/ Pool, Gym, Tennis & Biocharger: Offers a water park, a communal pool, and complimentary wireless internet access.

What is there to see and do in Southampton?

Enjoy a stroll along the shore at Cooper's Beach and The Hamptons Beaches. Discover sights such as Southampton Historical Museum, Southampton Arts Center, and Shinnecock Hills Golf Course during your stay. Take in the natural beauty of Southampton with the beaches.

When is the best time to book a hotel with a pool in Southampton?

You may want to consider an accommodation that has an outdoor pool if you're planning to visit Southampton in the hottest months of August, July, or September when the average temperature is 70°F. Lodging with an indoor pool may be what you want if you come to town during the coldest months of January, February, or March when the average temp is 39°F.

What's the best way to travel around Southampton?

Knowing the transportation options in and around Southampton can help you enjoy the area beyond your hotel pool. If you want to venture outside of the area, hop aboard a train at Southampton Station. Southampton might not have very many public transit choices so consider renting a car to explore more.

Find Hotels with a Pool in Southampton, NY

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southampton hotels with a pool

1. The Bentley Hotel Southampton

2. Southampton Inn

3. Hamlet Inn

4. The Atlantic Hotel

5. Southampton Long Island Hotel

6. Charming Southampton Village Guest Home -Walk to Beach, Restaurants, Shops

7. Contemporary Southampton Village Home Walking Distance to Town, Pool,...

8. Luxury B&B: Pool, Tennis, Free Local Rides

9. COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

10. Garden Oasis B&B w/ Pool & Bikes in Southampton

Choose what matters most at hotels with a pool in Southampton

Top Southampton Hotel Reviews

The Bentley Hotel Southampton

10/10 Excellent

Frequently Asked Questions

How many pool hotels should I expect to find in Southampton?

What's it like visiting Southampton?

What are some hotels with pools in Southampton?

What is there to see and do in Southampton?

When is the best time to book a hotel with a pool in Southampton?

What's the best way to travel around Southampton?