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$372 per night from 1 July to 2 July
NZ$372
1 July - 2 July
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"Our experience at the Red Lion Inn went beyond our expectations. The entire staff was most helpful, went above and beyond to make our stay enjoyable, and treated us as if we were the only guests staying there! The inn is magnificent and we felt we were staying in a museum! The accommodation was lovely ..."
Reviewed on 20 June 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183 Stockbridge MA
The price is NZ$696 per night from 6 July to 7 July
NZ$696
6 July - 7 July
includes taxes & fees
The Yankee Inn
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is NZ$248 per night from 22 June to 23 June
NZ$248
22 June - 23 June
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"Will definitely stay at this property again!"
Reviewed on 20 June 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
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.
