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$414 per night from 28 Sept to 29 Sept
NZ$414
28 Sept - 29 Sept
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"A great place if you appreciate and like history. The lobby is filled with antiques and the porch is great to rock in a chair and sip some wine. Parking is no issue and you can walk to local restaurants and shops."
Reviewed on 16 Sept 2025
Tanglewood Suites
MA-102, Stockbridge, MA
The price is NZ$459 per night from 23 Sept to 24 Sept
NZ$459
23 Sept - 24 Sept
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 11 Aug 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$639 per night from 6 Oct to 7 Oct
NZ$639
6 Oct - 7 Oct
includes taxes & fees
"Very expensive for a small room. My son and I could barely sleep in this remote quiet place. Staffs were very friendly."
Reviewed on 2 Nov 2024
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.
More holiday ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
