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Hotels with Pool & Resorts in Southold from NZ$145

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Check availability on Southold Hotels with Pool

Best Southold Hotels with Pool

Seasonal outdoor pool
Vine & Sand

Vine & Sand

3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand
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, (382)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is NZ$233
includes taxes & fees
19 Nov - 20 Nov
The Bentley Hotel Southampton
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, (533)
"Awesome stay!!! Great Location "
United States
Bryan
The price is NZ$358
includes taxes & fees
17 Dec - 18 Dec
The Harbor Front Inn
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
Old Saybrook
7.2 out of 10, Good, (459)
"🙂"
United States
Jared
The price is NZ$145
includes taxes & fees
24 Nov - 25 Nov
Econo Lodge Inn & Suites Old Saybrook Westbrook
Property map
North Fork Cottages & RV Resort

North Fork Cottages & RV Resort

3.0 star property
Greenport
9.4 out of 10, Exceptional, (6)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is NZ$380
includes taxes & fees
18 Nov - 19 Nov
North Fork Cottages & RV Resort
Seasonal outdoor pool
Clinton Motel

Clinton Motel

2.5 star property
Clinton
8.6 out of 10, Excellent, (292)
"Great staff and clean rooms"
United States
Tyler
The price is NZ$154
includes taxes & fees
18 Nov - 19 Nov
Clinton Motel
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, (437)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is NZ$178
includes taxes & fees
18 Nov - 19 Nov
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, (1007)
"We were treated very well by Welcome desk staff, Kitchen staff, housekeeping. Will stay again"
United States
Kelly j
The price is NZ$205
includes taxes & fees
30 Nov - 1 Dec
Quality Inn Old Saybrook - Westbrook
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

2.5 star property
Southampton
7.2 out of 10, Good, (966)
"Love the area love the room size clean parking was perfect "
United States
Sherwood
The Atlantic Hotel
Children’s activities
Hampton's Vacation Inn

Hampton's Vacation Inn

2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (326)
"Pleasant stay. Quiet."
United States
Kerrie
The price is NZ$244
includes taxes & fees
18 Nov - 19 Nov
Hampton's Vacation Inn
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 Southold Hotel Reviews

Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

10/10 Excellent
"Checking in "
Pangeline 1-night trip
Posted 3 days ago
Hilton Garden Inn Riverhead

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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 The Old Field 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: Provides buffet, an indoor pool and free self parking. Pier Blue Inn Old Saybrook - Essex: Offers 2 outdoor swimming pools, an indoor pool and a full-service spa. Quality Inn Old Saybrook - Westbrook: Features 2 outdoor tennis courts, a seasonal outdoor pool and free self parking. New Designer-Built Home with Private Beach: Offers a private beach, a seasonal outdoor pool and 2 bars. Saybrook Point Resort & Marina: Provides free self parking, a seasonal outdoor pool and complimentary wireless Internet access.
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 McCabe's Beach and Horton Lane Beach. Discover sights such as Sparkling Pointe, The Old Field Vineyards and Horton Point Park 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.