Find Hotels with a Pool in Southold, NY

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Southold Hotels with a Pool

Tonight
4 Mar - 5 Mar
Tomorrow
5 Mar - 6 Mar
This weekend
7 Mar - 9 Mar
Next weekend
14 Mar - 16 Mar

Compare Southold Hotels with a Pool 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: Offers a seasonal outdoor pool, an indoor pool, and a private beach. Water’s Edge Resort & Spa: Features an indoor pool, an outdoor pool, and 2 bars. Pier Blue Inn Old Saybrook - Essex: Offers a seasonal outdoor pool, an indoor pool, and 2 hot tubs. Hyatt Place Long Island East End: Features 2 outdoor pools, an indoor pool, and a full-service spa. Residence Inn by Marriott New York Long Island East End: Offers an indoor pool, an outdoor pool, and a snack bar/deli.
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, The Old Field Vineyards, 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 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.