Windsor, MA
Travel Guide
Visit Windsor
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
$126 nightly
The price is $141 total per night from Jan 28 to Jan 29
$141 total
Jan 28 - Jan 29
Total with taxes and fees
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,213 reviews)
Room is great for families. Bit dated but clean and spacious.
Reviewed on Jan 20, 2026
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
$126 nightly
The price is $140 total per night from Feb 10 to Feb 11
$140 total
Feb 10 - Feb 11
Total with taxes and fees
Book a stay at this business-friendly hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,001 reviews)
Staff was pleasant and helpful, room spacey and all immaculate .
Reviewed on Jan 11, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundable
$121 nightly
The price is $136 total per night from Feb 25 to Feb 26
$136 total
Feb 25 - Feb 26
Total with taxes and fees
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (818 reviews)
Great kitchen! Helpful staff, very convenient location.
Reviewed on Jan 21, 2026
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.
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,213 reviews)
Room is great for families. Bit dated but clean and spacious.
Reviewed on Jan 20, 2026
Huttopia Berkshires
312 Kittle Rd Williamstown MA
Stay at this campground in Williamstown. Enjoy free parking, breakfast (surcharge), and a picnic area. Popular attractions Jiminy Peak Mountain Resort and Mountain ...
9.2/10 Wonderful! (8 reviews)
Healthy food too!
Reviewed on Oct 20, 2025
Jiminy Peak Mountain Resort
37 Corey Rd Hancock MA
Book a stay at this ski condo in Hancock. Enjoy free parking, 2 restaurants, and 2 hot tubs. Our guests praise the property condition in our reviews. Popular ...
8.2/10 Very Good! (989 reviews)
This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the ...
Reviewed on Oct 5, 2025
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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- The Mount
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- Naumkeag Museum
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