Photo by William E Berry Jr.

Find Hotels with a Pool in Windsor, VT

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Windsor Hotels with a Pool

Tonight
25 Apr - 26 Apr
Tomorrow
26 Apr - 27 Apr
This weekend
25 Apr - 27 Apr
Next weekend
2 May - 4 May

Compare Windsor Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

Frequently asked questions

What are some accommodations with pools in Windsor?
Fat Sheep Farm & Cabins: Offers daily, an indoor pool, and free self parking. Align Inn Vermont: Provides a seasonal outdoor pool, an indoor pool, and 4 restaurants. Woodstock Inn & Resort: Features a seasonal outdoor pool, an indoor pool, and flat-screen televisions. Holiday Inn Club Vacations Mount Ascutney Resort by IHG: Hotel, 1-minute walk from Killington Resort. Offers daily, an outdoor pool, and free self parking. Killington Mountain Lodge, Tapestry Collection by Hilton: Provides daily, a pool, and complimentary wired internet access.
What is there to see and do in Windsor?
The picturesque setting of Connecticut River and Paradise Park showcase the area’s natural beauty. During your stay, check out sights such as American Precision Museum, Harpoon Brewery, and Mt Ascutney State Park.
When is the best time to book a hotel with a pool in Windsor?
Taking into account the local weather in Windsor can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 62°F, while the coldest months are January and February with an average of 22°F. The snowiest months in Windsor are March, January, November, and February, with each month seeing an average of 15 inches 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. To venture out into the surrounding area, hop aboard a train at Windsor Station. Windsor might not have very many public transportation choices so consider renting a car to explore more.