Windsor, MA
Travel Guide
Visit Windsor
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
$94 nightly
The price is $105 total per night from Nov 29 to Nov 30
$105 total
Nov 29 - Nov 30
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! (2,146 reviews)
Nice place to stay, off season. Price was very reasonable. Room was comfortable, (1st floor, Building 5), entire building was very quiet, hardly anyone on the property. Nice amenities, but we only walked through, did not use (pool, locker rooms, hot tub, fire pit). Room was nicely appointed and comfortable. ...
Reviewed on Nov 22, 2025
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
$107 nightly
The price is $120 total per night from Dec 20 to Dec 21
$120 total
Dec 20 - Dec 21
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! (1,007 reviews)
Wonderful Experience
Reviewed on Nov 23, 2025
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$120 nightly
The price is $135 total per night from Dec 7 to Dec 8
$135 total
Dec 7 - Dec 8
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! (768 reviews)
When we are out in Pittsfield we always stay at the BML. The rooms are spacious, clean, and comfortable. For the price of a hotel room, you get a small condo. The staff is always friendly and helpful. Stay there, you won't regret it.
Reviewed on Nov 26, 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.
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! (2,146 reviews)
Nice place to stay, off season. Price was very reasonable. Room was comfortable, (1st floor, Building 5), entire building was very quiet, hardly anyone on the property. Nice amenities, but we only walked through, did not use (pool, locker rooms, hot tub, fire pit). Room was nicely appointed and comfortable. ...
Reviewed on Nov 22, 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! (986 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
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 ...
10/10 Exceptional! (7 reviews)
Healthy food too!
Reviewed on Oct 20, 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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- Mount Greylock
- The Clark Art Institute
- Lee Premium Outlets
- Norman Rockwell Museum
- The Mount
- Jacob's Pillow
- Naumkeag Museum
- Bridge of Flowers
- Colonial Theater
- Hancock Shaker Village
- Mount Greylock State Reservation Visitor Center
- Goose Pond Reservation
- Berkshire Botanical Garden
- Williamstown Theatre Festival
- Ventfort Hall Mansion and Gilded Age Museum
- Berkshire Mountain Country Store
- Shakespeare and Company
- Lenox Library
- Berkshire Museum
- Natural Bridge State Park
- Wyndhurst Golf & Club
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