Windsor
Travel Guide
Visit Windsor

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
The price is S$147 per night from 2 Nov to 3 Nov
S$147
2 Nov - 3 Nov
includes taxes & 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! (2,046 reviews)
"Nice room clean and friendly staff"
Reviewed on 10 Oct, 2025

Hotel Downstreet, an Ascend Collection Hotel
40 Main St, North Adams, MA
The price is S$192 per night from 10 Nov to 11 Nov
S$192
10 Nov - 11 Nov
includes taxes & fees
Stay at this 3-star hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (999 reviews)
a gem
"Totally perfect for mass mocha"
Reviewed on 21 Sept, 2025

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
The price is S$164 per night from 2 Nov to 3 Nov
S$164
2 Nov - 3 Nov
includes taxes & 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 ...
8.8/10 Excellent! (693 reviews)
"The room is nice and clean, good parking, quiet environment"
Reviewed on 12 Oct, 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! (2,046 reviews)
"Nice room clean and friendly staff"
Reviewed on 10 Oct, 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! (981 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 5 Oct, 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! (4 reviews)
"Great Time! Beautiful new tents with all the items you need to Glamp with from silverware to tupperware. Comfy beds and comforter! Everyone was so nice and you know they love what they do! Next fall/foiliage camping in the trapper with the wood stove !"
Reviewed on 25 Aug, 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.