Find Hotels with a Pool in Southampton, NY

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Check availability on Southampton Hotels with a Pool

Top Southampton Hotels with a Pool

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
Southampton
  • Pool loungers
  • Near private beach
9.6 out of 10, Exceptional, (376)
Swimming awaits at the immaculately clean seasonal outdoor pool where plush loungers invite leisurely afternoons under shady umbrellas. Recently renovated spaces, private beach access just 2 miles away, and proximity to renowned golf courses complete this Southampton retreat.
$118 nightly
The price is $135
Dec 3 - Dec 4
Total with taxes and fees
The Bentley Hotel Southampton
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

2.0 star property
Southampton
  • Pool loungers
  • Near private beach
8.6 out of 10, Excellent, (436)
Refreshing dips await at the seasonal outdoor pool, complete with sun loungers for afternoon relaxation. Nearby water adventures include kayaking, sailing, and surfing, while the private beach provides a peaceful coastal sanctuary.
$131 nightly
The price is $147
Nov 13 - Nov 14
Total with taxes and fees
Hamlet Inn
Outdoor pool, open 10:00 AM to 6:00 PM, sun loungers
Southampton Long Island Hotel

Southampton Long Island Hotel

2.5 star property
Southampton
  • Outdoor pool
  • Pool loungers
8.6 out of 10, Excellent, (201)
Plush loungers surround the seasonal outdoor pool at this Southampton hotel, creating a sun-drenched oasis for summer relaxation. Minutes from Cooper's Beach, guests enjoy spotless accommodations while friendly staff provide exceptional service throughout their Hamptons getaway.
$125 nightly
The price is $142
Dec 11 - Dec 12
Total with taxes and fees
Southampton Long Island Hotel
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

2.5 star property
Southampton
  • Outdoor pool
7.2 out of 10, Good, (965)
Splash into vacation mode at the seasonal outdoor pool, a serene oasis complemented by 2 tennis courts. Beyond the hotel grounds, adventure awaits with nearby hiking trails, kayaking, and sailing opportunities for active travelers.
$138 nightly
The price is $158
Nov 26 - Nov 27
Total with taxes and fees
The Atlantic Hotel
Aerial view
Southampton Inn

Southampton Inn

3.0 star property
Southampton
  • Poolside bar
  • Pool loungers
  • Near the beach
8.6 out of 10, Excellent, (546)
Swimmers splash in the seasonal pool (May-October) while tennis enthusiasts rally nearby. This Tudor-style hotel offers a beach shuttle service, bicycles for rent, and an arcade room, perfectly complementing sun-drenched afternoons.
$214 nightly
The price is $245
Nov 13 - Nov 14
Total with taxes and fees
Southampton Inn
A heated pool
Contemporary Southampton Village Home Walking Distance to Town, Pool,...

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

Southampton
  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning
10.0 out of 10, Exceptional, (15)
$2,157 nightly
The price is $2,314
Nov 13 - Nov 14
Total with taxes and fees
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Pool
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Southampton
  • Near the beach
  • Hot tub
9.0 out of 10, Wonderful, (10)
Aquatic delights define this Southampton jewel, featuring both a private fenced pool and hot tub. Within walking distance to Cooper's Beach and town, the garden setting with firepit creates perfect family memories after sunny pool days.
$1,709 nightly
The price is $1,953
Dec 1 - Dec 2
Total with taxes and fees
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Indoor pool
The Inn And Spa At East Wind

The Inn And Spa At East Wind

3.5 star property
Calverton
  • Indoor pool
  • Full-service spa
8.8 out of 10, Excellent, (875)
Aquatic enjoyment awaits at the pristine indoor pool, maintained at the perfect temperature for guests of all ages. Beyond swimming, visitors indulge in exceptional spa treatments and savor amazing restaurant cuisine in this peaceful retreat.
$114 nightly
The price is $131
Nov 20 - Nov 21
Total with taxes and fees
The Inn And Spa At East Wind
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
Greenport
  • Pool loungers
  • Near the beach
8.8 out of 10, Excellent, (531)
Sunlight dances across the seasonal outdoor pool where comfortable loungers invite leisurely afternoons. After swimming, guests appreciate the 24-hour health club, designer bathroom amenities, and continental breakfast before exploring nearby shops and restaurants.
$179 nightly
The price is $205
Dec 7 - Dec 8
Total with taxes and fees
The Harbor Front Inn
Indoor pool, outdoor pool, open 8:00 AM to 10 PM, sun loungers
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

3.0 star property
Riverhead
  • Outdoor pool
  • Indoor pool
  • Pool loungers
  • Hot tub
8.6 out of 10, Excellent, (1000)
Poolside relaxation reaches new heights with both indoor and outdoor swimming options complemented by a soothing hot tub. Nearby recreational pursuits include hiking trails, kayaking, and mountain biking, while comfortable rooms create a family-friendly retreat.
$110 nightly
The price is $125
Dec 7 - Dec 8
Total with taxes and fees
Hilton Garden Inn Riverhead
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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Top Southampton Hotel Reviews

Hamlet Inn

Hamlet Inn

10/10 Excellent
"Booked last minute and arrived late in the evening. Adorable property and room was cozy. Beds very comfortable. Will definitely return. Would have like to use the fire pit area but on limited time. Denise at the front desk was very accommodating and shared map along with beach tips to watch the sun come up. "
Ramona 1-night trip
Posted 6 days ago
Hamlet Inn

Frequently asked questions

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 6 places to stay with pools. During your visit, you can explore attractions like Southampton Arts Center and Southampton Cultural 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: Hotel located near Cooper's Beach. Offers continental, a seasonal outdoor pool, and free self parking.
How many pool hotels should I expect to find in Southampton?
Expedia has 6 hotels in Southampton for your poolside break.
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 Arts Center, Southampton Cultural Center, and Shinnecock Nation Cultural Center and Museum 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.

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