Search Hotels with Pool in Southold

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Check availability on Southold Hotels with Pool

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Top Southold Hotels with Pool

Clinton Motel
Seasonal outdoor pool

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (279)
"Great staff and clean rooms"
The price is Rp1.297.530
Rp1.492.160 total
includes taxes & fees
6 Oct - 7 Oct
Clinton Motel
Quality Inn Old Saybrook - Westbrook
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1002)
"We have stayed there before so have been pleased with it."
The price is Rp1.555.373
Rp1.788.679 total
includes taxes & fees
2 Nov - 3 Nov
Quality Inn Old Saybrook - Westbrook
Econo Lodge Inn & Suites Old Saybrook Westbrook
Exterior

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
7.2 out of 10, Good, (455)
"the so-called breakfast was absolute minimum only thing available was make your own waffle"
The price is Rp1.189.902
Rp1.368.387 total
includes taxes & fees
2 Nov - 3 Nov
Econo Lodge Inn & Suites Old Saybrook Westbrook
Windward Shores Ocean Resort
Seasonal outdoor pool

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (296)
"Very nice & affordable "
Windward Shores Ocean Resort
Hampton's Vacation Inn
Children’s activities

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (316)
"A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street."
The price is Rp2.096.010
Rp2.394.608 total
includes taxes & fees
5 Oct - 6 Oct
Hampton's Vacation Inn
The Bentley Hotel Southampton
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (346)
"Return visitor. Great stay."
The price is Rp2.658.273
Rp3.037.076 total
includes taxes & fees
2 Nov - 3 Nov
The Bentley Hotel Southampton
Carole's Place B & B
Property grounds

Carole's Place B & B

3.0 star property
9.8 out of 10, Exceptional, (58)
"Small B&B with a charming old school vibe. Second time we’ve stayed there and we will return."
The price is Rp2.495.250
Rp2.850.740 total
includes taxes & fees
5 Oct - 6 Oct
Carole's Place B & B
Wainscott Woods Retreat
Exterior

Wainscott Woods Retreat

2.5 star property
7.0 out of 10, Good, (4)
"Our stay at Wainscott Woods Retreat was very comfortable. The location is convenient, the newly renovated room was very clean, and the staff were very friendly and helpful. Our only suggestion is that there needs to be some clear signage at the entrance to the property. We arrived in daylight and still had a very hard time finding the place. Overall, a wonderful stay. Thank you!"
The price is Rp3.820.727
Rp4.365.181 total
includes taxes & fees
21 Oct - 22 Oct
Wainscott Woods Retreat
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, pool loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (79)
"Shelter Island is definitely a gem"
The Pridwin Hotel
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

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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 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: Provides buffet, an indoor pool and free self parking. Pier Blue Inn Old Saybrook - Essex: Offers a private beach, a seasonal outdoor pool and 2 bars. Quality Inn Old Saybrook - Westbrook: Features 2 outdoor tennis courts, a seasonal outdoor pool and free self parking. Sound View Greenport: Offers 2 outdoor swimming pools, an indoor pool and a full-service spa. The Atlantic Hotel: 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, Croteaux Vineyards and Osprey's Dominion 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.