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.
Explore a world of travel with Expedia
- Hotels near Wahconah Falls State Park
- Savoy Hotels
- Cabin Rentals in Savoy
- B&B in Savoy
- Cottages in Savoy
- Peru Hotels
- Hotels near Bas Ridge Golf Course
- Hinsdale Hotels
- 5 Star Hotels in Hinsdale
- Resorts in Hinsdale
- Golf Hotels in Hinsdale
- Hotels with Free Breakfast in Hinsdale
- 4 Star Hotels in Hinsdale
- Historic Hotels in Hinsdale
- Dalton Hotels
- Cabin Rentals in Dalton
- B&B in Dalton
- Plainfield Hotels
- Condo Rentals in Dalton
- Resorts in Dalton
- Motels in Dalton
- Cabin Rentals in Plainfield
- 5 Star Hotels in Plainfield
- Resorts in Plainfield
- Hotels near St Mary's of the Assumption Church
- Cheshire Hotels
- Cabin Rentals in Cheshire
- B&B in Cheshire
- Motels in Cheshire
- Hotel Wedding Venues Hotels in Cheshire
- Cottages in Cheshire
- Hotels with Restaurants in Cheshire
- 4 Star Hotels in Cheshire
- Hotels with Air Conditioning in Cheshire
- Resorts in Cheshire
- Hotels with Free Breakfast in Cheshire
- Hotels near Crane Museum of Papermaking
- Hotels near Savoy Mountain State Forest
- Hotels near Susan B. Anthony Birthplace Museum
- Hotels near Tannery Falls
- Cummington Hotels
- B&B in Cummington
- Cabin Rentals in Cummington
- 4 Star Hotels in Cummington
- 5 Star Hotels in Cummington
- 3 Star Hotels in Cummington
- Motels in Cummington
- Adams Hotels
- B&B in Adams
- Apartments in Adams
- Resorts & Hotels with Spas in Adams
- Cabin Rentals in Adams
- Hotels with Restaurants in Adams
- Cottages in Adams
- Motels in Adams
- Ski Hotels in Adams
- Resorts in Adams
- Condo Rentals in Adams
- Visit Savoy
- Wahconah Falls State Park
- Visit Hinsdale
- Visit Dalton
- Visit Plainfield
- Hinsdale Vacations
- Visit Cheshire
- Dalton Vacations
- Plainfield Vacations
- Savoy Mountain State Forest
- Susan B. Anthony Birthplace Museum
- Tannery Falls
- Visit Cummington
- Visit Adams
- Cummington Vacations
- Visit Lanesborough
- Adams Vacations
- Visit Hawley
- Tanglewood Music Center
- Jiminy Peak Mountain Resort
- Green Mountain National Forest
- National Shrine of the Divine Mercy
- Massachusetts Museum of Contemporary Art
- Williams College
- Mount Greylock
- Berkshire East Ski Resort
- 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
