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 AED 702 per night from Sep 23 to Sep 24
AED 702
AED 948 total
23 Sep - 24 Sep
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! (1,004 reviews)
"A great place if you appreciate and like history. The lobby is filled with antiques and the porch is great to rock in a chair and sip some wine. Parking is no issue and you can walk to local restaurants and shops."
Reviewed on 16 September 2025
Tanglewood Suites
MA-102, Stockbridge, MA
The price is AED 988 per night from Sep 21 to Sep 22
AED 988
AED 988 total
21 Sep - 22 Sep
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 11 August 2025
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183, Stockbridge, MA
The price is AED 1,137 per night from Oct 6 to Oct 7
AED 1,137
AED 1,375 total
6 Oct - 7 Oct
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 ...
"Very expensive for a small room. My son and I could barely sleep in this remote quiet place. Staffs were very friendly."
Reviewed on 2 November 2024
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! (2,004 reviews)
"Quiet, clean, beautifully landscaped- such a comfy bed!"
Reviewed on 13 September 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! (977 reviews)
"Absolutely beautiful"
Reviewed on 17 September 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 August 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
4.5/5(193 reviews)
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
4.5/5(40 reviews)
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
- National Shrine of the Divine Mercy
- Norman Rockwell Museum
- Naumkeag Museum
- Berkshire Botanical Garden
- Frelinghuysen Morris House and Studio
- Berkshire Theatre Festival
- Mission House
- Schantz Galleries
- Tanglewood Music Center
- Jiminy Peak Mountain Resort
- Catamount Ski Area
- Ski Butternut
- Lee Premium Outlets
- Jacob's Pillow
- The Mount
- Bousquet Ski Area
- Taconic State Park
- Catamount Aerial Adventure Park
- Mount Greylock State Reservation Visitor Center
- Hancock Shaker Village
- Martin Van Buren National Historic Site
- Ventfort Hall Mansion and Gilded Age Museum
- Berkshire Museum
- Housatonic River
- Mahaiwe Performing Arts Center
- Otis Reservoir
- Housatonic River Walk
- Shakespeare and Company
- Berkshire Mountain Country Store
- Goose Pond Reservation
