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
$183 nightly
The price is $205 total per night from Nov 12 to Nov 13
$205 total
Nov 12 - Nov 13
Total with taxes and 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
$219 nightly
The price is $219 total per night from Dec 1 to Dec 2
$219 total
Dec 1 - Dec 2
Total with taxes and 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
$414 nightly
The price is $462 total per night from Nov 20 to Nov 21
$462 total
Nov 20 - Nov 21
Total with taxes and 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! (2,117 reviews)
The amenities are great. The pool and hot tub are very comfortable temperatures, pool tables, ping pong, foosball, arcade games, movie theater, and more.
Reviewed on Nov 2, 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
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
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- Hotels near Naumkeag Museum
- Hotels near Mission House
- Hotels near National Shrine of the Divine Mercy
- Hotels near Schantz Galleries
- Hotels near Norman Rockwell Museum
- Hotels near Berkshire Theatre Festival
- Hotels near Berkshire Botanical Garden
- Hotels near Chesterwood
- B&B in South Lee
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- Hotels on the River in Lee
- Naumkeag Museum
- Mission House
- National Shrine of the Divine Mercy
- Schantz Galleries
- Norman Rockwell Museum
- Berkshire Theatre Festival
- Visit South Lee
- South Lee Vacations
- Visit Housatonic
- Visit Lee
- Greenock Country Club
- Visit West Stockbridge
- Hoffman's Pottery
- Berkshire Mountain Country Store
- Animagic Museum of Animation
- Lee Library
- The Mount
- Lee Vacations
- Car rentals near National Shrine of the Divine Mercy
- Car rentals near South Lee
- Car rentals near Housatonic
- Car rentals near Hoffman's Pottery
- Car rentals near Animagic Museum of Animation
- Car rentals near Lee Library
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- Van Car Rentals in Lee
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- Minivan Car Rentals in Lee
- 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
- Mahaiwe Performing Arts Center
- Otis Reservoir
- Housatonic River Walk
- Shakespeare and Company
- Berkshire Mountain Country Store
- Goose Pond Reservation
