Southold Hotel with Pool

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Check availability on Southold Hotel with Pool

Tonight
2 Feb - 3 Feb
Tomorrow
3 Feb - 4 Feb
This weekend
6 Feb - 8 Feb
Next weekend
13 Feb - 15 Feb

Our top choices for Southold hotels with a pool

Indoor pool, outdoor pool

Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1,001 reviews)
"Tamara, who checked us in, made a great first impression. She was friendly, helpful, and very accommodating."
United States
Kameron
The price is HK$893
HK$1,020 total
includes taxes & fees
11 Feb - 12 Feb
Hyatt Place Long Island East End
Seasonal outdoor pool, pool umbrellas, pool loungers

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (609 reviews)
"Nice place"
United States
Mateusz
The price is HK$1,048
HK$1,421 total
includes taxes & fees
3 Feb - 4 Feb
Sound View Greenport
Seasonal outdoor pool

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (301 reviews)
"The room was comfortable and clean. A good value for the money."
United States
Michael
The price is HK$594
HK$683 total
includes taxes & fees
3 Feb - 4 Feb
Clinton Motel
Seasonal outdoor pool

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (15 reviews)
"Wonderful stay"
United States
Judy
Vine & Sand
Seasonal outdoor pool

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (305 reviews)
"Quiet place, went off season, cooked all meals in the room, good home base to explore the area."
United States
Jerry
The price is HK$1,030
HK$1,346 total
includes taxes & fees
3 Feb - 4 Feb
Windward Shores Ocean Resort
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (448 reviews)
"Room was in good condition however I found the shower to be extremely small despite having great water pressure and extremely nice temperature."
United States
gail
The price is HK$675
HK$873 total
includes taxes & fees
3 Feb - 4 Feb
Hamlet Inn
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,001 reviews)
"Hotel was very clean, staff was wonderful and the pool was so relaxing. It was a quick visit but definitely would stay again if I was in that area. "
United States
Kathleen
The price is HK$790
HK$909 total
includes taxes & fees
8 Feb - 9 Feb
Quality Inn Old Saybrook - Westbrook
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (564 reviews)
"Everything was Great Immaculate hotel very good location sraff was great"
United States
latoya
The price is HK$1,048
HK$1,421 total
includes taxes & fees
3 Feb - 4 Feb
The Harbor Front Inn
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
9.6 out of 10, Exceptional, (433 reviews)
"Adorable room"
United States
Martin
The price is HK$923
HK$1,062 total
includes taxes & fees
8 Feb - 9 Feb
The Bentley Hotel Southampton
Terrace/patio

Residence Inn by Marriott New York Long Island East End

Residence Inn by Marriott New York Long Island East End
3.0 star property
Riverhead
9.0 out of 10, Wonderful, (1,000 reviews)
"great place,I loved it"
United States
Ryan
The price is HK$857
HK$979 total
includes taxes & fees
4 Feb - 5 Feb
Residence Inn by Marriott New York Long Island East End
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 Southold

Breakfast included
Hot tub

Hotels with pools and free breakfast in Southold

Interior
Vine & Sand

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (15)
Vine & Sand
View all properties

Top Southold Hotel Reviews

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

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

10/10 Excellent
"Room was perfect. Cozy and clean"
Anthony 2-night trip
Posted 3 days ago
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Frequently asked questions

What's it like visiting Southold?
If laying by the pool is your idea of the perfect getaway, you may want to consider family-friendly Southold, which offers 6 places to stay with pools. During your visit, you can explore sights such as Sparkling Pointe and Croteaux Vineyards, and then kick back and relax poolside at one of the accommodation options in Southold that guests like for their pools.
What are some accommodation options with pools in Southold?
The Shoals Suites and Slips: Features a private beach, a seasonal outdoor pool and 2 bars. Pier Blue Inn Old Saybrook - Essex: Offers an indoor pool, an outdoor pool and a snack bar/deli. Sound View Greenport: Features a seasonal outdoor pool, an indoor pool and a private beach. Hilton Garden Inn Riverhead: Offers a seasonal outdoor pool, an indoor pool and 2 hot tubs. Water's Edge Resort & Spa: Provides an indoor pool, an outdoor pool and 2 bars.
How many pool hotels are there in Southold?
Expedia has 6 hotels in Southold for your poolside break.
What is there to see and do in Southold?
Enjoy a stroll along the shore at Horton Lane Beach and McCabe's Beach. Discover sights such as Sparkling Pointe, Croteaux Vineyards and Sannino's Bella Vita Vineyard during your stay.
When is the best time to book a hotel with a pool in Southold?
You may want to think about a place to stay that offers an outdoor pool if you plan to visit Southold in the warmest months of August, July or September, when the average temp is 21°C. Accommodation offering an indoor pool may be the way to go if you visit during the coldest months of January, February or March, when the average temp is 3°C.
What's the best way to travel around Southold?
Knowing the transportation options in Southold can help you enjoy the area beyond your hotel pool. To see more of the larger area, hop on a train at Southold Station. Southold may not have many public transport options to choose from, so consider renting a car to explore more.

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