Stockbridge Holidays
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Top hotels in Stockbridge
The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is €187 per night from 22 Jun to 23 Jun
€187
22 Jun - 23 Jun
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
"It is a charming, historic hotel. Dinner in the tavern was delicious and service was very good. The only thing we didn't like was the mattress, which needs to be replaced as it has divits. Other than that, it's a cool place that is fun to explore. Wish we were here longer to try out the pool. We ..."
Reviewed on 8 Jun 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183 Stockbridge MA
The price is €345 per night from 12 Jul to 13 Jul
€345
12 Jul - 13 Jul
includes taxes & fees
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is €155 per night from 12 Jul to 13 Jul
€155
12 Jul - 13 Jul
includes taxes & fees
9/10 Wonderful! (976 reviews)
"Clean kitchen and room over-all. Accessories in kitchen were adequate. Like that room is not cleaned every day."
Reviewed on 12 Jun 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.
Stay near popular Stockbridge attractions
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- Becket Land Trust Historic Quarry
- Visit Sherwood Forest
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- Charles H. Baldwin & Sons
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- Chesterwood
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- White Barn Studio
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
