Windsor, MA
Travel Guide
Visit Windsor
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
The price is ￥20,530 per night from Jul 22 to Jul 23
￥20,530
￥24,715 total
Jul 22 - Jul 23
includes taxes & 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 ...
8.8/10 Excellent! (2,461 reviews)
"At check-in, I was advised I would be charged $21 per day for use of "amenities" (i.e., the pool, etc.). When I stated I would not be using any amenities I was told essentially, "tough luck" as they charge it to everyone anyway. Then the young girl at the front desk proceeded to put me in a room ..."
Reviewed on Jul 20, 2026
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
The price is ￥26,090 per night from Aug 19 to Aug 20
￥26,090
￥29,142 total
Aug 19 - Aug 20
includes taxes & fees
Book a stay at this business-friendly hotel in North Adams. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,003 reviews)
"This was a beautiful hotel close to the best part of North Adams. The gallery on the lobby floor gives it an upscale vibe but without too high a price tag. It was very convenient for our college visit to Williams College. It was very quiet even directly across from the elevator. The beds were very ..."
Reviewed on Jul 17, 2026
The Yankee Inn
461 Pittsfield Rd Lenox MA
The price is ￥27,446 per night from Jul 22 to Jul 23
￥27,446
￥30,657 total
Jul 22 - Jul 23
includes taxes & fees
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9.2/10 Wonderful! (1,008 reviews)
"The room was neat and had access to outside to enjoy sitting. The fridge in the room was a convenient size for cold and frozen foods. The staff was responsive to issues, even when I told them they could wait to fix it until after we left (it was fixed quickly. The breakfast was excellent and offered ..."
Reviewed on Jul 20, 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 ...
8.8/10 Excellent! (2,461 reviews)
"At check-in, I was advised I would be charged $21 per day for use of "amenities" (i.e., the pool, etc.). When I stated I would not be using any amenities I was told essentially, "tough luck" as they charge it to everyone anyway. Then the young girl at the front desk proceeded to put me in a room ..."
Reviewed on Jul 20, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
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! (1,015 reviews)
"Quite comfortable. Better-than-most value compared to many over-priced rates at nearby accommodations."
Reviewed on Jul 19, 2026
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Whitingham VT
Stay at this apartment in Whitingham. Enjoy free breakfast, a sauna, and laundry facilities. Popular attractions Harriman Reservoir and Readsboro Community Library ...
9.8/10 Exceptional! (6 reviews)
"We had a wonderful Memorial Day weekend here with our two young daughters. We enjoyed the gorgeous views, the hot tub, and the very comfortable beds. There was plenty of space for four people. Chris responded very quickly to any questions we had. A very unique home that we are happy to have made ..."
Reviewed on May 25, 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.
