Stockbridge, MA
Travel Guide
Visit Stockbridge
The Red Lion Inn
30 Main Street Stockbridge MA
The price is ￥26,223 per night from Jun 4 to Jun 5
￥26,223
￥36,392 total
Jun 4 - Jun 5
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,002 reviews)
"Every year my sisters and I go to the Red Lion to celebrate our mom’s birthday. It was one of her favorite places! We love the charm, the history and the “old fashioned” feel. Every guest room is different and they kindly upgraded me to a suite the last two times. The food at the restaurant is really ..."
Reviewed on May 23, 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183 Stockbridge MA
The price is ￥52,474 per night from Jun 15 to Jun 16
￥52,474
￥63,478 total
Jun 15 - Jun 16
includes taxes & 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 ...
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundable
The price is ￥18,491 per night from May 31 to Jun 1
￥18,491
￥24,213 total
May 31 - Jun 1
includes taxes & fees
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (954 reviews)
"The room was spacious and comfortable. The TV offered many channel options."
Reviewed on May 27, 2026
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.
Spacious Living, Covered Porch & Forest Setting | Beaver Creek by AvantStay
Stockbridge MA
Stay at this vacation home in Stockbridge. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Tanglewood Music Center and Lenox Arts Center ...
9.6/10 Exceptional! (5 reviews)
"Very clean and private. Great place to unwind and enjoy nature!!!!"
Reviewed on May 26, 2026
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 ...
8.8/10 Excellent! (2,373 reviews)
"Clean room great check in process smooth easy going. Jacuzzi was great, very cleaned!"
Reviewed on May 27, 2026
The Ponds at Foxhollow
3 Foxhollow Drive Route 7 Lenox MA
Stay at this aparthotel 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! (141 reviews)
"I had not visited the Ponds for 30 years. It has not gracefully aged. Condo unit has not been updated since it was built in the early 70s and it shows. Drafty and slightly damaged doors, slow drains in the bathrooms, furniture and rugs that show damage and age, and a clubhouse in need of updating. ..."
Reviewed on Feb 9, 2026
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(197 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.
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.
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.
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.
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