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
$180 nightly
The price is $202 total per night from Jan 14 to Jan 15
$202 total
Jan 14 - Jan 15, 2026
Total with taxes and 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 Dec 15, 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 Jan 5 to Jan 6
$462 total
Jan 5 - Jan 6, 2026
Total with taxes and 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 ...
9.2/10 Wonderful! (85 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
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
$126 nightly
The price is $141 total per night from Jan 4 to Jan 5
$141 total
Jan 4 - Jan 5, 2026
Total with taxes and 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! (2,176 reviews)
My stay was great with no problems.
Reviewed on Dec 19, 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 Tanglewood Music Center and Mission House ...
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 Dec 1, 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! (2,176 reviews)
My stay was great with no problems.
Reviewed on Dec 19, 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
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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
- South Lee Hotels
- Aparthotels in South Lee
- Resorts & Hotels with Spas in South Lee
- Gay friendly Hotels in South Lee
- Cabin Rentals in South Lee
- Golf Hotels in South Lee
- Farmstay in South Lee
- Cottages in South Lee
- Villas in South Lee
- Family Hotels in South Lee
- Pet-friendly Hotels in South Lee
- Hotels with Free Breakfast in South Lee
- Condo Rentals in South Lee
- Hotels with Hot Tubs in South Lee
- Housatonic Hotels
- 3 Star Hotels in Housatonic
- B&B in Housatonic
- Motels in Housatonic
- Lodges in Housatonic
- Family Hotels in Housatonic
- Hotels near Art et Industrie
- Hotels near Greenock Country Club
- Lee Hotels
- Hotels near Berkshire Mountain Country Store
- Hotels near Animagic Museum of Animation
- Hotels near Lee Library
- Hotels near The Mount
- Cheap Hotels in Lee
- Resorts & Hotels with Spas in Lee
- Cabin Rentals in Lee
- Resorts in Lee
- Hotels with Hot Tubs in Lee
- Motels in Lee
- Hotels with an Outdoor Pool in Lee
- Pet-friendly Hotels in Lee
- Luxury Hotels in Lee
- Hotels with Free Breakfast in Lee
- Historic Hotels in Lee
- Vacation Homes in Lee
- Hotels with Bars in Lee
- Apartments in Lee
- B&B in Lee
- Hotels with a Pool in Lee
- Oceanfront Hotels in Lee
- Hotels on the Lake in Lee
- Family Hotels in Lee
- 4 Star Hotels in Lee
- Condo Rentals in Lee
- Gay friendly Hotels in Lee
- Romantic Hotels in Lee
- Inns in Lee
- Guest Houses in Lee
- 3 Star Hotels in Lee
- Hilton Hotels in Lee
- 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
- Car rentals near Lee
- Van Car Rentals in Lee
- Thrifty Car Rental Rental Cars in Lee
- Enterprise Rental Cars in Lee
- Rent A Wreck Rental Cars in Lee
- Minivan Car Rentals in Lee
- 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
- Martin Van Buren National Historic Site
- Hancock Shaker Village
- Mount Greylock State Reservation Visitor Center
- Goose Pond Reservation
- Housatonic River Walk
- Berkshire Museum
- Lenox Library
- Otis Reservoir
