Stockbridge
Travel Guide
Visit Stockbridge
The Red Lion Inn
30 Main Street Stockbridge MA
The price is CA $251 per night from Oct 19 to Oct 20
CA $251
CA $351 total
Oct 19 - Oct 20
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,014 reviews)
"One of the most unique establishments in the US. It brings one back to time when life was much simpler. Highly recomended."
Reviewed on Sep 28, 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183 Stockbridge MA
The price is CA $730 per night from Oct 18 to Oct 19
CA $730
CA $884 total
Oct 18 - Oct 19
includes taxes & fees
Book a stay at this luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Chesterwood ...
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
The price is CA $135 per night from Sep 30 to Oct 1
CA $135
CA $166 total
Sep 30 - Oct 1
includes taxes & 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 ...
8.8/10 Excellent! (2,685 reviews)
"This was an amazing property with a lot to offer"
Reviewed on Sep 28, 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.
Hawthorne House
Lenox MA
Stay at this vacation home in Stockbridge. Enjoy laundry facilities and air conditioning. Popular attractions Tanglewood Music Center and Frelinghuysen Morris ...
10/10 Exceptional! (2 reviews)
"The property is beautiful and the host was very helpful and communicative. We very much enjoyed our stay, and the location near Tanglewood is terrific."
Reviewed on Jul 30, 2026
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 ...
8.8/10 Excellent! (2,685 reviews)
"This was an amazing property with a lot to offer"
Reviewed on Sep 28, 2026
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! (1,160 reviews)
"The problem with the suites is that the cooking smell of the adjoining kitchen can really permeate throughout the entire space. So whoever cooked like a tomato sauce or something before I was there, I could really smell it in the bedroom. The bed was very comfortable though. The room was clean. The ..."
Reviewed on Sep 28, 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.
Stay near popular Stockbridge attractions
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- Lenox Library
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