4/5 - Good
Verified traveler
Stockbridge has always been a small, sweet, and welcoming town to visit. This is its constant charm.
Stockbridge, MA
Travel Guide
Visit Stockbridge
The Red Lion Inn
30 Main Street, Stockbridge, MA
The price is ₩217,732 per night from Nov 16 to Nov 17
₩217,732
₩308,493 total
Nov 16 - Nov 17
includes taxes & fees
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,030 reviews)
I love the ambience - historic and comfortable and excellent food.
Reviewed on Nov 5, 2025
Tanglewood Suites
MA-102, Stockbridge, MA
The price is ₩320,023 per night from Dec 1 to Dec 2
₩320,023
₩320,023 total
Dec 1 - Dec 2
includes taxes & fees
Stay at this B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Naumkeag Museum are located ...
6.4/10 (22 reviews)
Bed was quite comfortable and the setting was in a beautiful neighborhood. Excellent proximity to Tanglewood. And host gave exceptional information regarding local eateries and things to do. I would have liked to have known at booking that the owner does not accept credit (as the hotels.com app allows ...
Reviewed on Aug 11, 2025
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183, Stockbridge, MA
The price is ₩558,096 per night from Nov 27 to Nov 28
₩558,096
₩675,138 total
Nov 27 - Nov 28
includes taxes & fees
Stay at this 4.5-star luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Chesterwood ...
9.2/10 Wonderful! (84 reviews)
It’s nice to come to this lovely setting and to be greeted by such a welcoming, smiling host! You cannot beat the ambiance, and the breakfast was marvelous. The entire cast and crew presented their masterpiece!!!
Reviewed on Oct 27, 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! (2,124 reviews)
We loved almost everything, but they need to replace sofa, armchair and the bed in this unit. Too old. The sofa and armchair have bad smell of very old furniture.
Reviewed on Nov 7, 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.
Popular places to visit
Norman Rockwell Museum
You can spend time studying the exhibits at Norman Rockwell Museum during your travels in Stockbridge. Wander the lakeside in this quaint area.
National Shrine of the Divine Mercy
Learn about the local history of Stockbridge when you spend time at National Shrine of the Divine Mercy. While you're in the area, stroll along the lakeside.
Naumkeag Museum
You can spend time browsing the exhibits at Naumkeag Museum during your travels in Stockbridge. While you're in the area, stroll along the lakeside.
Berkshire Botanical Garden
Explore the great outdoors at Berkshire Botanical Garden, a lovely green space in Stockbridge. While you're in the area, stroll along the lakeside.
Stockbridge Bowl
You can find out about the history of Stockbridge with a trip to Stockbridge Bowl. While in this relaxing area, you can enjoy the bars.
Frelinghuysen Morris House and Studio
You can spend time exploring the galleries in Frelinghuysen Morris House and Studio during your trip to Stockbridge. Wander the lakeside in this family-friendly area.
Reviews of Stockbridge
4.5
Top Destination
3/5 - Okay
Verified traveler
It seemed kind of boring. I walked around several times, since I am a walker.
5/5 - Excellent
Verified traveler
A visit to the healing arts center at Kripalu for bodywork or a facial is highly recommended. It makes your visit even more relaxing!
5/5 - Excellent
Verified traveler
lovely
4/5 - Good
Verified traveler
It is very safe and the city is beautiful.
4/5 - Good
Verified traveler
Could use a few shops like Lenox
