Photo by Miriam Marcus

Find Wainscott Woods Hotels with Swimming Pool

  • 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
    today icon
    Change your mind
    Book hotels with free cancellation

Top Hotels with Swimming Pools in Wainscott Woods

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

What are some accommodation options with pools in Wainscott Woods?
Gurney’s Montauk Resort & Seawater Spa: Features a seasonal outdoor pool, an indoor pool and a private beach. The Bentley Hotel Southampton: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Montauk Manor: Provides a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. The Harbor Front Inn: Features sunloungers, an outdoor pool and kitchens. Sound View Greenport: Offers daily, a seasonal outdoor pool and sunloungers.
What is there to see and do in Wainscott Woods?
Make a point to visit attractions such as East Hampton Main Beach and Railroad Museum of Long Island. During your stay, visit sights such as Wolffer Estates Vineyard, The Jewish Center of the Hamptons and Guild Hall.
When is the best time to book a hotel with a pool in Wainscott Woods?
You may want to consider accommodation with an outdoor swimming pool if you plan to visit Wainscott Woods in the hottest months of August, July or September, when the average temperature is 21°C. Accommodation with an indoor pool may be what you want if you are visiting during the coldest months of January, February or March, when the average temperature is 3°C.