Windsor, MA
Travel Guide
Visit Windsor
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
$128 nightly
The price is $143 total per night from Aug 31 to Sep 1
$143 total
Aug 31 - Sep 1
Total with taxes and fees
Book a stay at this family-friendly aparthotel in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful ...
The Yankee Inn
461 Pittsfield Rd Lenox MA
$158 nightly
The price is $176 total per night from Sep 14 to Sep 15
$176 total
Sep 14 - Sep 15
Total with taxes and 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! (1,011 reviews)
"Noisy and no elevator We booked queen rooms through Expedia bit did not specifically select the Annex. We found out at check in that we were lodged in the 2nd floor of the Annex on the main highway and there was no elevator and no one to carry bags upstairs. We were told that because we booked on ..."
Reviewed on Aug 19, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$125 nightly
The price is $139 total per night from Aug 31 to Sep 1
$139 total
Aug 31 - Sep 1
Total with taxes and fees
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,080 reviews)
"This hotel is a good option for Tanglewood concerts—only 15 minutes from the grounds, with nearby markets to grab food and wine along the way—but I would also consider going back with my family for another vacation. The room was large and had a separate bedroom and kitchenette/dining table, which ..."
Reviewed on Aug 19, 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 aparthotel in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful ...
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,080 reviews)
"This hotel is a good option for Tanglewood concerts—only 15 minutes from the grounds, with nearby markets to grab food and wine along the way—but I would also consider going back with my family for another vacation. The room was large and had a separate bedroom and kitchenette/dining table, which ..."
Reviewed on Aug 19, 2026
The Ponds at Foxhollow
3 Foxhollow Drive Route 7 Lenox MA
Stay at this aparthotel in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and The Mount are located ...
8.6/10 Excellent! (145 reviews)
"Quiet property. Convenient location."
Reviewed on Aug 2, 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.
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- Visit Williamstown
- Visit Savoy
- Visit Ashfield
- Visit Hawley
- Wahconah Falls State Park
- Visit Buckland
- Adams Vacations
- Visit South Lee
- Visit Hancock
- Visit New Ashford
- Visit Western Massachusetts
- Visit Berkshire County
- Visit Cummington
- Visit Worthington
- Visit Drury
- Visit Shelburne Falls
- Visit Adams
- Visit Charlemont
- Visit Rowe
- Visit Stockbridge
- Visit Cheshire
- Visit Chesterfield
- Visit Lee
- Visit Pittsfield
- Visit Lanesborough
- Visit Great Barrington
- Visit Becket
- Visit Hinsdale
- Visit Dalton
- Visit Lenox
- Visit Middlefield
- Visit North Adams
- Hinsdale Vacations
- Tanglewood Music Center
- Jiminy Peak Mountain Resort
- Green Mountain National Forest
- Massachusetts Museum of Contemporary Art
- Williams College
- National Shrine of the Divine Mercy
- Norman Rockwell Museum
- Lee Premium Outlets
- Mount Greylock
- Berkshire East Ski Resort
- Jacob's Pillow
- The Clark Art Institute
- Hancock Shaker Village
- The Mount
- Mount Greylock State Reservation Visitor Center
- Bousquet Ski Area
- Sterling and Francine Clark Art Institute
- Lenox Library
- Naumkeag Museum
- Wyndhurst Golf & Club
- Berkshire Botanical Garden
- Zoar Outdoor/Deerfield Valley Canopy Tours
- Bridge of Flowers
- Colonial Theater
- Berkshire Museum
- Shakespeare and Company
- Harriman Reservoir
- Natural Bridge State Park
- Berkshire Mountain Country Store
- Williamstown Theatre Festival
- Goose Pond Reservation
