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$355 per night from 5 Mar to 6 Mar
NZ$355
5 Mar - 6 Mar
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Great stay. The only thing I would say - and I’ve been staying at the hotel since the 80s - it might be time for a few updates here and there. It runs the risk of going from rustic charm to grandma’s house in the not tooooo distant future.
Reviewed on 29 Jan 2026
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
The price is NZ$210 per night from 8 Feb to 9 Feb
NZ$210
8 Feb - 9 Feb
includes taxes & fees
8.6/10 Excellent! (2,221 reviews)
Everything was great, the staff, the room, and the amenities. We will be coming back.
Reviewed on 25 Jan 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is NZ$219 per night from 10 Feb to 11 Feb
NZ$219
10 Feb - 11 Feb
includes taxes & fees
9/10 Wonderful! (821 reviews)
Friendly informed staff, super clean room, the hot chocolate machine !!!!!
Reviewed on 27 Jan 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.
Discover the most popular places to visit in Stockbridge
Norman Rockwell Museum
5/5(1 review)
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.
