Find Historic Hotels in Stockbridge, MA

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Pick from 4 Stockbridge Historic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

The Red Lion Inn
Front of property
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1000)
"Excellent "
The price is AED 511
AED 734 total
includes taxes & fees
25 Nov - 26 Nov
The Red Lion Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
View from room
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
9.2 out of 10, Wonderful, (105)
"The breakfast was one of the best I have ever had. They were fast and lots of choices. It had lots of baked goods. I got the chesdar omeltte and bacon and toast plus fruits in season lime melon etc. Its a lovely place it takes you back in time. The owner is very easy going and nuce and can answer most questions"
The price is AED 1,685
AED 2,039 total
includes taxes & fees
19 Nov - 20 Nov
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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.
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Frequently asked questions

What should a history enthusiast expect from a trip to Stockbridge?
A trip to the historical places in Stockbridge is probably first on your travel itinerary. Why not absorb the local color with a visit to the bars?
What's the best place to stay in Stockbridge that's close to historical sites?
Based on our travel expertise, The Red Lion Inn is a top historic hotel bookable on our site and it features free WiFi. Mission House is a short walk away.
How many historically relevant hotels are there in Stockbridge?
Stockbridge is home to 42 hotels and other lodging options bookable on Expedia though you won’t find many designated historic hotels.
What are the top historical places and other sights to visit in Stockbridge?
Stockbridge is notable for landmarks like Naumkeag Museum, Berkshire Theatre Festival, and Mission House. Cultural venues include Norman Rockwell Museum, Frelinghuysen Morris House and Studio, and Schantz Galleries. A couple of additional sights to add to your agenda are National Shrine of the Divine Mercy and Berkshire Botanical Garden.
What is a historic hotel like in Stockbridge?
Guests who book a historic hotel can enjoy a vacation in a building that has an officially recognized national historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be transformed into a historic hotel as long as it’s a place of special interest. Traditional architecture and period features are typically found in the communal spaces and guestrooms of such hotels in Stockbridge, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
“Heritage hotel” is a term often used in Asia and Europe, while “historic hotel” is more common in the U.S. but overall the terms are quite similar. The architecture and building of a historic hotel tends to be what’s most important. For a heritage hotel, it’s often the cultural value and how it inspired the community.
Do historic hotels in Stockbridge have modern facilities?
Yes, every effort is made to preserve treasured traditions and historic facades, but interiors include modern conveniences and safety features. Visitors should expect the popular amenities you’d find in a hotel such as private rooms with updated bathroom facilities, WiFi, and more. When you book a historic hotel in Stockbridge, it doesn’t mean you will stay in a place that’s rundown or uncomfortable for guests.