Photo by William E Berry Jr.

Hotels with Pool & Resorts in Windsor

  • 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

Best Windsor Hotels with Pool

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 Windsor?
Killington Mountain Lodge, Tapestry Collection by Hilton: Offers a children’s pool, an indoor pool and a snack bar/deli. White River Inn and Suites: Provides daily, a pool and free self parking. Align Inn Vermont: Features free self parking, an indoor pool and complimentary wireless Internet access. Fireside Inn & Suites West Lebanon: Offers daily, a pool and complimentary high-speed (wired) Internet access. Hampton Inn White River Junction: Features a seasonal outdoor pool, an indoor pool and 4 restaurants.
What is there to see and do in Windsor?
The picturesque setting of Mt Ascutney State Park and Connecticut River showcase the area’s natural beauty. During your stay, visit sights such as Harpoon Brewery, American Precision Museum and South Congregational Church.
When is the best time to book a hotel with a pool in Windsor?
Taking the local weather in Windsor into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -6°C. The snowiest months in Windsor are March, January, April and November, with each month seeing an average of 43 cm of snowfall.
What's the best way to travel around Windsor?
Knowing the transportation options in Windsor can help you enjoy the area beyond your hotel pool. If you want to venture outside the area, hop aboard a train at Windsor Station. Windsor might not have very many public transport options to choose from, so consider renting a car to explore more.