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
Fully refundableReserve now, pay when you stay
$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! (1,003 reviews)
A magical, magical New England weekend at The Red Lion Inn. The room was so warm, the bed and pillows were so comfortable and just the right firmness. The pool and hot tube were open, maybe bring a swimsuit if you are up for a soak in the hot tub on a cold snowy day or night. Check in was a breeze, ...
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! (2,169 reviews)
Your staff is very courteous and yes my room was spotless.
Reviewed on Dec 13, 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
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! (2,169 reviews)
Your staff is very courteous and yes my room was spotless.
Reviewed on Dec 13, 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
The Ponds at Foxhollow
3 Foxhollow Drive Route 7 Lenox MA
Stay at this condo in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and The Mount are located ...
8.6/10 Excellent! (136 reviews)
As others have said, it’s extremely well kept and clean. In the Condo and the common areas…immaculate actually. It’s very dated. It would have been nice to know we would have people above us, and the hot tub no longer exists and that was disappointing. It’s a great location and condo is well equipped. ...
Reviewed on Dec 7, 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
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- 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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- 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
