Stockbridge Vacations
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Find the Best Stockbridge Vacation Packages
Stockbridge Hotel Deals
The Red Lion Inn
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
The price is ₩217,732 per night from Nov 16 to Nov 17
₩217,732
₩308,493 total
Nov 16 - Nov 17
includes taxes & fees
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
The price is ₩320,023 per night from Dec 1 to Dec 2
₩320,023
₩320,023 total
Dec 1 - Dec 2
includes taxes & fees
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
The price is ₩558,096 per night from Nov 27 to Nov 28
₩558,096
₩675,138 total
Nov 27 - Nov 28
includes taxes & fees
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.
Discover the most popular places to visit in Stockbridge
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
