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Hotels with Pool & Resorts in Southold from AU$118

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Check availability on Southold Hotels with Pool

Tonight
26 Nov - 27 Nov
Tomorrow
27 Nov - 28 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

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, (386)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is AU$188
includes taxes & fees
30 Nov - 1 Dec
The Bentley Hotel Southampton
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, (460)
"🙂"
United States
Jared
The price is AU$118
includes taxes & fees
9 Dec - 10 Dec
Econo Lodge Inn & Suites 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, (538)
"Amazing property, rooms, and staff. Book a room with a balcony for amazing views!"
United States
Matthew
The price is AU$270
includes taxes & fees
10 Dec - 11 Dec
The Harbor Front Inn
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, (438)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is AU$203
includes taxes & fees
10 Dec - 11 Dec
Hamlet Inn
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 AU$310
includes taxes & fees
30 Nov - 1 Dec
North Fork Cottages & RV Resort
Seasonal outdoor pool
Clinton Motel

Clinton Motel

2.5 star property
Clinton
8.6 out of 10, Excellent, (294)
"Great staff and clean rooms"
United States
Tyler
The price is AU$138
includes taxes & fees
9 Dec - 10 Dec
Clinton Motel
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, (1011)
"Staff was kind. Easy, comfortable stay."
United States
Jake
The price is AU$178
includes taxes & fees
10 Dec - 11 Dec
Quality Inn Old Saybrook - Westbrook
Exterior
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1007)
"We love the stay everything was perfect"
United States
angelica
The price is AU$306
includes taxes & fees
10 Dec - 11 Dec
Water's Edge Resort & Spa
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, (1003)
"Loved this hotel. Rooms were spacious and clean and the area is very quaint!"
United States
Ryan
The price is AU$218
includes taxes & fees
21 Dec - 22 Dec
Hyatt Place 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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Top Southold Hotel Reviews

Hamlet Inn

Hamlet Inn

10/10 Excellent
"Everything is great"
Marco 1-night trip
Posted 6 days ago
Hamlet Inn

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 The Old Field Vineyards and Sparkling Pointe, 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: Offers buffet, an indoor pool and free self parking. Quality Inn Old Saybrook - Westbrook: Provides a private beach, a seasonal outdoor pool and 2 bars. Sound View Greenport: Features 2 outdoor swimming pools, an indoor pool and a full-service spa. Saybrook Point Resort & Marina: Offers a seasonal outdoor pool, an indoor pool and a private beach. Water's Edge Resort & Spa: Offers 2 outdoor tennis courts, a seasonal outdoor pool and free self parking.
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 The Old Field Vineyards, Sparkling Pointe and Croteaux Vineyards 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.