Find Hotels with a Pool in Southold, NY

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.

The Shoals Suites and Slips: Hotel located near Splish Splash Water Park. Offers a seasonal outdoor pool, an indoor pool, and 2 hot tubs. Residence Inn by Marriott New York Long Island East End: Provides a seasonal outdoor pool, an indoor pool, and a private beach. Water’s Edge Resort & Spa: Hotel, 2-minute walk from The Hamptons Beaches. Features spa services, a seasonal outdoor pool, and a snack bar/deli. Baron’s Cove: Hotel, 1-minute walk from The Hamptons Beaches. Features daily, a seasonal outdoor pool, and free self parking. Pier Blue Inn Old Saybrook - Essex: Offers an indoor pool, an outdoor pool, and 2 bars.

Expedia has 6 hotels in Southold for your poolside break.

Enjoy a stroll along the shore at Horton Lane Beach and McCabe’s Beach. Discover sights such as Sparkling Pointe, Croteaux Vineyards, and Corey Creek Winery during your stay.

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.

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.