Southold Hotel Guide - Hotels with Pool in Southold, New York

Vine + Sand–Southold, NY’S Newest B&B–Room 4–Queen Bed and Adjacent Bathroom With Rain Shower: Features hot tubs, a communal pool and air conditioning. Vine + Sand–Southold, NY’S Newest B&B–Room 1–King Bed and Ensuite Bathroom With Soaking Tub: Offers hot tubs, a communal pool and air conditioning. Vine + Sand–Southold, NY’S Newest B&B Room–Room 3–Queen Bed and Ensuite Bathroom With Rain Shower: Provides hot tubs, a communal pool and air conditioning. Vine + Sand–Southold, NY’S Newest B&B–Room 2–King Bed and Ensuite Bathroom With Rain Shower: Features air conditioning, a communal pool and hot tubs.

Take in the natural beauty with a stop at Horton Lane Beach. Discover sights such as Sparkling Pointe, Croteaux Vineyards and Sannino’s Bella Vita Vineyard during your stay.

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.

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.