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$356 per night from 4 May to 5 May
NZ$356
includes taxes & fees
4 May - 5 May
8.8/10 Excellent! (1,001 reviews)
"IThe Red Lion Inn is an institution. The porch, the shop, there’s even a pool in back. It’s a wonderful place and is clearly well run. The ambiance is very pleasant. Not hyper but friendly and accommodating. We enjoyed our stay in a really nice room on the 4th floor. The bathroom was huge and clean ..."
Reviewed on 29 Apr. 2025
Life House Berkshires
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is NZ$194 per night from 4 May to 5 May
NZ$194
includes taxes & fees
4 May - 5 May
9/10 Wonderful! (573 reviews)
Beautiful & Affordable!
"Excellent experience and gorgeous property! Will stay again next time we visit the Berkshires."
Reviewed on 27 Apr. 2025
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
Fully refundableReserve now, pay when you stay
The price is NZ$225 per night from 15 May to 16 May
NZ$225
includes taxes & fees
15 May - 16 May
9/10 Wonderful! (627 reviews)
"Friendly staffs. Home away from home. No elevators (the only inconvenience)!"
Reviewed on 28 Apr. 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
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.