Featured Resorts in Windsor

Holiday Inn Club Vacations Oak 'n Spruce Resort

Book a stay at this ski resort in South Lee. Enjoy a fitness center, a business center, and dry cleaning or laundry services. Popular attractions Berkshire Theatre ...

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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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Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

Hotel Downstreet, an Ascend Collection Hotel

40 Main St North Adams MA

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.