Hotels with Swimming Pools in Windsor

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Check availability on Windsor Hotels with Swimming Pools

Tonight
6 Aug - 7 Aug
Tomorrow
7 Aug - 8 Aug
This weekend
8 Aug - 10 Aug
Next weekend
15 Aug - 17 Aug

Top Hotels with Swimming Pools in Windsor

Top Windsor Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Consistently a clean room with welcoming staff."
John 1-night trip
Posted 2 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Frequently asked questions

What are some accommodation options with pools in Windsor?
Vacation Village in the Berkshires: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool and free self parking. Hotel Downstreet, Ascend Hotel Collection: Offers free self parking, an indoor pool and complimentary wireless Internet access. Red Roof Inn PLUS+ South Deerfield – Amherst: Offers a health club, an indoor pool and complimentary high-speed (wired) Internet access. The Williams Inn: Provides 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli. Holiday Inn & Suites Pittsfield-Berkshires by IHG: Offers a seasonal outdoor pool, an indoor pool and buffet.
What is there to see and do in Windsor?
Take a walk along the waterfront at Campers Beach and Iroquis Waterfront. Discover sights such as Mount Greylock State Reservation Visitor Center, Mount Greylock and Barrington Stage Company during your stay.
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 -4°C. The snowiest months in Windsor are January, March, February and November, with each month seeing an average of 17 cm of snowfall.