Find Historic Hotels in Great Barrington, MA

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Great Barrington Historic Hotels

Tonight
5 Aug - 6 Aug
Tomorrow
6 Aug - 7 Aug
This weekend
8 Aug - 10 Aug
Next weekend
15 Aug - 17 Aug

Top Great Barrington Historic Hotels

Perfect Vacation Get Away - Historical New Marlborough
Property grounds

Perfect Vacation Get Away - Historical New Marlborough

9.4 out of 10, Exceptional, (55)
"Lovely place!"
The price is AED 551
AED 1,015 total
includes taxes & fees
3 Sep - 4 Sep
Perfect Vacation Get Away - Historical New Marlborough
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Exterior detail

A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

10.0 out of 10, Exceptional, (88)
"Enjoyed staying"
The price is AED 551
AED 972 total
includes taxes & fees
12 Aug - 13 Aug
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
The Red Lion Inn
Outdoor pool, sun loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1003)
"Loved our visit"
The price is AED 673
AED 916 total
includes taxes & fees
6 Aug - 7 Aug
The Red Lion Inn
Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson
Outdoor pool, a heated pool

Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson

9.6 out of 10, Exceptional, (25)
"We loved our stay and this house made our trip. The bathroom and kitchen were especially memorable but we loved all the little details that added up to one stunningly restored historic home."
The price is AED 4,665
AED 7,077 total
includes taxes & fees
1 Sep - 2 Sep
Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson
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.

Top Great Barrington Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Very friendly staff. Restaurant/bar on sight very convenient."
Eithne 5-night trip
Posted 21 hours ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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 142 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.