Windsor, MA
Travel Guide
Visit Windsor

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
$112 nightly
The price is $125 total per night from Nov 12 to Nov 13
$125 total
Nov 12 - Nov 13
Total with taxes and fees
Stay at this 3-star 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! (2,127 reviews)
We came here because it was off season, great price, and it had an indoor pool.
Reviewed on Nov 9, 2025

Hotel Downstreet, an Ascend Collection Hotel
40 Main St, North Adams, MA
$136 nightly
The price is $152 total per night from Dec 11 to Dec 12
$152 total
Dec 11 - Dec 12
Total with taxes and fees
Stay at this 3-star 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)
Very clean and inviting Hotel located in downtown area. Very walkable area. Parking was free. Front desk very friendly and helpful. Would stay again.
Reviewed on Nov 3, 2025

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
$113 nightly
The price is $126 total per night from Nov 11 to Nov 12
$126 total
Nov 11 - Nov 12
Total with taxes and fees
Stay at this 3-star 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! (750 reviews)
Everything was so perfect for a weekend to just get away and decompress, the staff were great, the room was awesome.
Reviewed on Nov 4, 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
Stay at this 3-star 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! (2,127 reviews)
We came here because it was off season, great price, and it had an indoor pool.
Reviewed on Nov 9, 2025

Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, MA
Stay at this 3-star 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! (984 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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- Visit Savoy
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- Hinsdale Vacations
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- Savoy Mountain State Forest
- Susan B. Anthony Birthplace Museum
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- Williams College
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- The Clark Art Institute
- Lee Premium Outlets
- Norman Rockwell Museum
- Jacob's Pillow
- The Mount
- Bousquet Ski Area
- Mount Greylock State Reservation Visitor Center
- Naumkeag Museum
- Ventfort Hall Mansion and Gilded Age Museum
- Berkshire Botanical Garden
- Zoar Outdoor/Deerfield Valley Canopy Tours
- Taconic Golf Club
- Williamstown Theatre Festival
- Harriman Reservoir
- Shakespeare and Company
- Bridge of Flowers
- Natural Bridge State Park
- Hancock Shaker Village
- Berkshire Mountain Country Store
- Colonial Theater
- Deerfield River
- Goose Pond Reservation


