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 485 per night from Jan 14 to Jan 15
AED 485
AED 706 total
14 Jan - 15 January 2026
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (1,000 reviews)
Old time charm and hot tub under the stars
Reviewed on 15 December 2025
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
The price is AED 382 per night from Jan 4 to Jan 5
AED 382
AED 467 total
4 Jan - 5 January 2026
includes taxes & fees
Book a stay at this 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! (2,179 reviews)
My stay was great with no problems.
Reviewed on 19 December 2025
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
The price is AED 278 per night from Jan 4 to Jan 5
AED 278
AED 310 total
4 Jan - 5 January 2026
includes taxes & 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 ...
9/10 Wonderful! (1,006 reviews)
The room is so spotless, bathroom is so luxurious! The bed is so soft and sleep very quickly! The staffs are so great! Quick to answer to my questions and my needs. Definitely come back again to stay!
Reviewed on 22 December 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.
A Grand property in Historic Stockbridge
Stockbridge MA
Stay at this vacation home in Stockbridge. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Mission House and Schantz Galleries are ...
9.8/10 Exceptional! (92 reviews)
We were in Stockbridge for the first time for our annual family Thanksgiving and orienteering event. Most stayed at the inn, but some rented the Taggert House as a place where family could easily be together It was perfect and so conveniently located a short and beautiful walk to town. The house ...
Reviewed on 1 December 2025
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Book a stay at this 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! (2,179 reviews)
My stay was great with no problems.
Reviewed on 19 December 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 20 October 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
- Mission House
- Berkshire Theatre Festival
- Schantz Galleries
- Jiminy Peak Mountain Resort
- Tanglewood Music Center
- Ski Butternut
- Catamount Ski Area
- Bousquet Ski Area
- Lee Premium Outlets
- The Mount
- Jacob's Pillow
- Taconic State Park
- Catamount Aerial Adventure Park
- Colonial Theater
- Mahaiwe Performing Arts Center
- Hancock Shaker Village
- Martin Van Buren National Historic Site
- Mount Greylock State Reservation Visitor Center
- Housatonic River
- Housatonic River Walk
- Goose Pond Reservation
- Otis Reservoir
- Berkshire Museum
- Kinderhook Lake
