Find Historic Hotels in Great Barrington, MA

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Check availability on Great Barrington Historic Hotels

Tonight
Dec 28 - Dec 29
Tomorrow
Dec 29 - Dec 30
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Great Barrington historic hotels

Outdoor pool, sun loungers
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1002)
"Old time charm and hot tub under the stars"
United States
Lori
The price is NT$4,684
NT$6,636 total
includes taxes & fees
Jan 26 - 2026/1/27
The Red Lion Inn
Lobby
Inn at Kenmore Hall

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (27)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is NT$13,359
NT$14,655 total
includes taxes & fees
Jan 5 - 2026/1/6
Inn at Kenmore Hall
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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Top Great Barrington Hotel Reviews

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
Dinh 2-night trip
Posted 3 days ago
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Frequently asked questions

What should a history buff expect from a stay in Great Barrington?
The historical places in Great Barrington are likely at the top of your sightseeing list. While you're visiting, check out the live music and theater scene. You can also relish a trip to the top-notch restaurants.
How many historical hotels are located in Great Barrington?
In Great Barrington, there are 138 lodging options bookable on Expedia though not many historic hotels to choose from.
What are the top historical places and other sights to visit in Great Barrington?
Landmarks like Mahaiwe Performing Arts Center and W.E.B. Du Bois Boyhood Homesite in Great Barrington might be worth a visit. Natural beauty is on display at Housatonic River Walk, Housatonic River, and Lake Mansfield Park. A couple of additional sights to add to your agenda are Ski Butternut and Lake Buel.
What is a historic hotel like in Great Barrington?
When you book a historic hotel, you'll spend a night or two someplace that has an official historic designation. A castle, stately home, palace or even a pub, lodge, old police station, or skyscraper can be turned into a historic hotel as long as it has special significance. Traditional architecture and period features are typically found in the public spaces and guestrooms of these historic hotels in Great Barrington, giving a real sense of character.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. overall though the terms are similar. The building and architecture of historic hotels tend to be what's most significant. For a heritage hotel, it's mainly the cultural value along with how it inspired the community.
Do historic hotels in Great Barrington have modern facilities?
Hotels have the safety features and modern conveniences you might expect, but every effort is made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the usual amenities found in a hotel should be available at a historic hotel. When you choose a historic hotel in Great Barrington, don't worry that you'll be staying at a place that's uncomfortable or rundown.

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