Hotels with Pool & Resorts in Old Bennington

  • 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

Best Old Bennington 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.
Unlock Black Friday deals

Frequently asked questions

What are some hotels with pools in Old Bennington?
The Four Chimneys Inn: Offers free self parking, an indoor pool and complimentary wireless Internet access. Hotel Downstreet: Provides free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Mountaineer Inn: Resort, 2-minute walk from Mount Snow. Features a full-service spa, an outdoor pool and a sauna. Mount Snow Grand Summit Resort: Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access. The Williams Inn: Offers buffet, a pool and free self parking.
What is there to see and do in Old Bennington?
Explore places such as Mount Snow while you’re in the area. Make a point to visit attractions such as Campers Beach and Sugar Shack.
When is the best time to book a hotel with a pool in Old Bennington?
Taking the local weather in Old Bennington into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Old Bennington are January, March, February and December, with each month seeing an average of 21 cm of snowfall.