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 ₩201,449 per night from Apr 7 to Apr 8
₩201,449
₩292,139 total
Apr 7 - Apr 8
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
great customer service
Reviewed on Feb 18, 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183 Stockbridge MA
The price is ₩464,895 per night from Apr 10 to Apr 11
₩464,895
₩562,402 total
Apr 10 - Apr 11
includes taxes & fees
9.2/10 Wonderful! (110 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
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is ₩130,129 per night from Apr 26 to Apr 27
₩130,129
₩178,913 total
Apr 26 - Apr 27
includes taxes & fees
9/10 Wonderful! (888 reviews)
very clean and friendly staff
Reviewed on Mar 24, 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
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.
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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.
