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

Windsor Hotels with Swimming Pool

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Check availability on Windsor Hotels with Swimming Pools

Our top choices for Windsor hotels with a pool

A modern two-story building with a wooden facade, large windows, and a covered porch with seating.

1. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (15 reviews)
"This property was extremely beautiful and peaceful. Loved being able to walk around the farm and say hi to the animals. The views of the mountains from the cabin or gorgeous, we enjoyed having our coffee on the porch each morning. Having fresh eggs and scones in our cabin upon arrival was a very nice surprise. Will definitely be staying there again."
United States
Brenda
The price is RM457
RM719 total
includes taxes & fees
17 Nov - 18 Nov
Fat Sheep Farm & Cabins
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.
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Choose what matters most at hotels with a pool in Windsor

Breakfast included
Hot tub

Top Windsor Hotel Reviews

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

8/10 Good
"Property was clean, room spacious, staff pleasant HOWEVER, bathroom door would not latch and fan in bathroom, totally ineffective. Taking a shower, entire bathroom was a fog!"
Brian 1-night trip
Posted 9 hours ago
Fireside Inn & Suites West Lebanon

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.

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