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Find Hotels with a Pool in Village of Southampton, NY

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Check availability on Village of Southampton Hotels with a Pool

Our top choices for Village of Southampton hotels with a pool

Aerial view
Southampton Inn

Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (548)
"Such a great location!"
United States
Elizabeth
The price is NT$6,236
NT$7,633 total
includes taxes & fees
Dec 11 - Dec 12
Southampton Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (440)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is NT$2,778
NT$3,591 total
includes taxes & fees
Dec 11 - Dec 12
Hamlet Inn
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Bentley Hotel Southampton

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (392)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is NT$3,565
NT$4,104 total
includes taxes & fees
Dec 14 - Dec 15
The Bentley Hotel Southampton
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (544)
"Awesome stay!!! Great Location "
United States
Bryan
The price is NT$4,089
NT$6,197 total
includes taxes & fees
Dec 23 - Dec 24
The Harbor Front Inn
Graybarn Cottage | Room amenity
Mill House Inn

Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (73)
"We stayed at the Inn for our anniversary last weekend. We are devotees of bed and breakfast hotels and loved this one. We arrived to find a huge, and I mean, huge, bouquet of the most beautiful white roses waiting for us in the suite that they upgraded us to. Totally unexpected. These folks could not do enough for us. Breakfast was extremely nice, cooked to order with quality ingredients. Bed was extremely warm and comfortable. The management, the staff, can't say anything negative about...
United States
margaret
The price is NT$9,355
NT$11,757 total
includes taxes & fees
Dec 11 - Dec 12
Mill House Inn
Seasonal outdoor pool, pool umbrellas, sun loungers
Journey East Hampton

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.0 out of 10, Wonderful, (160)
"We were able to access many beaches with the beach pass that came with the stay. That was the main reason we wanted to stay there. The rooms were very nice, spacious and comfortable. "
United States
Sarah
Journey East Hampton
Aerial view
East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
4.0 star property
Clearwater Beach
9.6 out of 10, Exceptional, (65)
"Roz and Michael built a beautiful paradise that they enjoy sharing with you. Everything is amazing. "
United States
Dan
The price is NT$12,257
NT$14,004 total
includes taxes & fees
Dec 11 - Dec 12
East Hampton Art House Bed & Breakfast
Seasonal outdoor pool, open 8:00 AM to 7:30 PM, pool umbrellas
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Holiday Inn Express Hotel & Suites Long Island-East End by IHG
2.5 star property
Riverhead
8.6 out of 10, Excellent, (1001)
"It was a nice hotel and it was clean "
United States
Shaquan
The price is NT$2,838
NT$3,242 total
includes taxes & fees
Jan 4 - 2026/1/5
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
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 Village of Southampton Hotel Reviews

Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

10/10 Excellent
"Everything was excellent. "
John 2-night trip
Posted 22 hours ago
Hilton Garden Inn Riverhead

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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: Provides a private beach, a seasonal outdoor pool, and 2 bars. Sound View Greenport: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. The Bentley Hotel Southampton: Offers daily, a seasonal outdoor pool, and sun loungers. The Harbor Front Inn: Features free self parking, a seasonal outdoor pool, and sun loungers.
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.