A snow-covered river valley with a bridge and a town.

Search Hotels with Pool in Windsor

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Windsor Hotels with Pool

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Windsor hotels with a pool

A swimming pool with a wooden deck, lounge chairs, and a table with chairs.

1. Best Western West Lebanon-Hanover Hotel

Best Western West Lebanon-Hanover Hotel
2.5 star property
West Lebanon
8.4 out of 10, Very good, (1,001 reviews)
  • cleanliness
    A rejuvenating pool escape awaits in West Lebanon with plush loungers and seasonal summer swimming.
The price is Rp2.065.758
Rp2.241.348 total
includes taxes & fees
4 Nov - 5 Nov
Best Western West Lebanon-Hanover Hotel
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

2. Align Inn Vermont

Align Inn Vermont
2.5 star property
Quechee
9.4 out of 10, Exceptional, (1,421 reviews)
  • cleanliness
    Indoor heated pool beckons year-round in this tranquil Vermont retreat surrounded by scenic mountain trails and outdoor adventure.
The price is Rp2.388.742
Rp2.627.617 total
includes taxes & fees
1 Nov - 2 Nov
Align Inn Vermont
An indoor swimming pool with a tiled floor, surrounded by chairs and tables, and large windows with a view of trees.

3. Hampton Inn White River Junction

Hampton Inn White River Junction
2.5 star property
White River Junction
8.6 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Splurge on blissful laps in the refreshing pool at this hotel, just steps from Dartmouth College.
The price is Rp2.450.945
Rp2.696.039 total
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn White River Junction
An indoor swimming pool with a curved design, surrounded by seating areas and plants.

4. Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
2.5 star property
West Lebanon
8.4 out of 10, Very good, (1,001 reviews)
  • cleanliness
    Unwind in this family-friendly oasis featuring a shimmering indoor pool, hot tub sanctuary, and welcoming fireplace.
The price is Rp2.546.154
Rp2.762.577 total
includes taxes & fees
1 Nov - 2 Nov
Fireside Inn & Suites West Lebanon
A swimming pool area with chairs and a view of the outdoors.

5. Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.4 out of 10, Exceptional, (625 reviews)
  • cleanliness
    Experience year-round aquatic bliss at this alpine retreat with indoor and seasonal outdoor pools.
The price is Rp6.691.815
Rp8.158.938 total
includes taxes & fees
16 Nov - 17 Nov
Woodstock Inn & Resort
A large indoor swimming pool with clear blue tiles, sunlit by large windows, and equipped with lounge chairs and a ceiling fan.

6. On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.2 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Splash into bliss with an indoor pool, hot tub, and children's splash area amid scenic views.
The price is Rp2.959.269
Rp3.617.933 total
includes taxes & fees
17 Nov - 18 Nov
On The River Inn
An indoor swimming pool with clear water, wooden lounge chairs, and a tiled floor.

7. Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon
3.0 star property
Lebanon
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Splash into year-round relaxation with an indoor pool designed for adults seeking peaceful swims.
The price is Rp3.221.683
Rp3.495.526 total
includes taxes & fees
5 Nov - 6 Nov
Hilton Garden Inn Hanover Lebanon
An indoor swimming pool with clear blue water, surrounded by red lounge chairs and blue umbrellas.

8. White River Inn and Suites

White River Inn and Suites
2.5 star property
White River Junction
7.0 out of 10, Good, (1,007 reviews)
  • cleanliness
    Dive into a refreshing year-round swim at this hotel with both indoor and children's pools near adventure spots.
The price is Rp1.793.352
Rp1.972.686 total
includes taxes & fees
15 Nov - 16 Nov
White River Inn and Suites
An indoor swimming pool with four chairs and a hot tub.

9. Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Dive into alpine luxury with this heated indoor pool and hot tub sanctuary, steps away from Okemo Mountain's world-class skiing.
The price is Rp2.685.360
Rp3.061.311 total
includes taxes & fees
12 Nov - 13 Nov
Pointe at Castle Hill Resort
A hotel with a swimming pool area, including two hot tubs and lounge chairs.

10. Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property
3.0 star property
Jackson Gore Base Area
8.6 out of 10, Excellent, (959 reviews)
  • cleanliness
    Dive into pool perfection at this mountain resort with year-round swimming and spa relaxation.
The price is Rp3.349.278
Rp4.069.212 total
includes taxes & fees
18 Nov - 19 Nov
Jackson Gore Village, A Vail Resorts Property
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Choose what matters most at hotels with a pool in Windsor

Breakfast included
Hot tub

Top Windsor Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"The indoor pool was super clean, hot tub clean. Property is in great shape Will go back if have a chance."
Cheryl 2-night trip
Posted 15 hours ago
Pointe at Castle Hill Resort

Frequently asked questions

What are some accommodation options with pools in Windsor?
Fat Sheep Farm & Cabins: Hotel, 1-minute walk from Killington Resort. Provides daily, an outdoor pool and free self parking. The Mountain Inn at Killington: Features daily, an indoor pool and free self parking. Align Inn Vermont: Offers free self parking, an indoor pool and complimentary wireless Internet access. Fireside Inn & Suites West Lebanon: Features a seasonal outdoor pool, an indoor pool and 4 restaurants. Woodstock Inn & Resort: Offers complimentary high-speed (wired) Internet access, an indoor pool and free self parking.
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, visit 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 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, November and February, with each month seeing an average of 38 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.