Stockbridge Holidays
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Stockbridge Holiday
Our pick of the best Stockbridge Hotel Deals
The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is NZ$351 per night from 14 Jan to 15 Jan
NZ$351
14 Jan - 15 Jan 2026
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Yes
Reviewed on 19 Dec 2025
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183 Stockbridge MA
The price is NZ$803 per night from 5 Jan to 6 Jan
NZ$803
5 Jan - 6 Jan 2026
includes taxes & fees
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 27 Oct 2025
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
The price is NZ$221 per night from 4 Jan to 5 Jan
NZ$221
4 Jan - 5 Jan 2026
includes taxes & fees
8.6/10 Excellent! (2,179 reviews)
My stay was great with no problems.
Reviewed on 19 Dec 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
Norman Rockwell Museum
You can spend time browsing the exhibits at Norman Rockwell Museum during your trip to 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
