Hotels with Swimming Pool in Southold, New York

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Check availability on Southold Hotels with Swimming Pool

Tonight
Jul 3 - Jul 4
Tomorrow
Jul 4 - Jul 5
This weekend
Jul 4 - Jul 6
Next weekend
Jul 11 - Jul 13

Top Southold Hotels with Swimming Pool

Ocean Vista Resort
View from property

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (178)
"Nice place to stay out on the east end"
Ocean Vista Resort
Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (286)
"Easy checking in and out Easy access few steps to beach from first floor unit "
The price is P19,176
P23,135 total
includes taxes & fees
Jul 9 - Jul 10
Windward Shores Ocean Resort
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.

Frequently asked questions

What's it like visiting Southold?
If lounging next to a pool is your idea of the perfect getaway, you may want to check out family-friendly Southold, which has 6 places to stay with pools. While you're visiting, you can explore sights such as Sparkling Pointe and Croteaux Vineyards, and then relax and unwind poolside at one of the accommodations in Southold that guests like for their pools.
What are some accommodations with pools in Southold?
The Shoals Suites and Slips: Offers buffet, a seasonal outdoor pool, and free self parking. Vine & Sand: Provides buffet, an indoor pool, and free self parking. Quality Inn Old Saybrook - Westbrook: Hotel, 2-minute walk from The Hamptons Beaches. Features spa services, a seasonal outdoor pool, and a snack bar/deli. Baron's Cove: Features 2 outdoor pools, an indoor pool, and a full-service spa. Pier Blue Inn Old Saybrook - Essex: Offers a private beach, a seasonal outdoor pool, and 2 bars.
How many pool hotels should I expect to find 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 with an outdoor swimming pool if you will be visiting Southold in the warmest months of August, July, or September when the average temp is 70°F. Lodging offering 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 temp is 38°F.
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 venture out into the surrounding area, ride aboard one of the trains from Southold Station. Southold might not have many public transit options to choose from so consider renting a car to explore more.