Find Hotels with a Pool in Southold, NY

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Pick from Southold Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Frequently asked questions

What are some accommodations with pools in Southold?
The Shoals Suites and Slips: Provides buffet, an indoor pool, and free self parking. Quality Inn Old Saybrook - Westbrook: Features a private beach, a seasonal outdoor pool, and 2 bars. Sound View Greenport: Offers an indoor pool, an outdoor pool, and a snack bar/deli. Hilton Garden Inn Riverhead: Offers 2 outdoor pools, an indoor pool, and a full-service spa. Pier Blue Inn Old Saybrook - Essex: Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access.
What is there to see and do in Southold?
Take in the natural beauty with a stop at Horton Lane Beach. Discover sights such as Sparkling Pointe, Sannino’s Bella Vita Vineyard, and The Old Field 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 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.