Find Historic Hotels in Pittsfield, MA

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Check availability on Pittsfield Historic Hotels

Tonight
7 Oct - 8 Oct
Tomorrow
8 Oct - 9 Oct
This weekend
10 Oct - 12 Oct
Next weekend
17 Oct - 19 Oct

Top Pittsfield Historic Hotels

The Red Lion Inn
Outdoor pool, sun loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1006)
"great place have stayed several times, and hope to return."
The price is AED 536
AED 763 total
includes taxes & fees
6 Nov - 7 Nov
The Red Lion Inn
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Exterior

Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

10.0 out of 10, Exceptional, (23)
"This property is spacious, clean and well- appointed. I would stay here again!"
The price is AED 397
AED 878 total
includes taxes & fees
8 Oct - 9 Oct
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
North Getaway Cottage
Exterior

North Getaway Cottage

9.2 out of 10, Wonderful, (22)
"Claudia is such a considerate and thoughtful host! We felt so welcome and at ease."
The price is AED 955
AED 1,920 total
includes taxes & fees
2 Nov - 3 Nov
North Getaway Cottage
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 Pittsfield Hotel Reviews

Berkshire Inn

Berkshire Inn

10/10 Excellent
"Nicely remodeled "
Catherine 1-night trip
Posted 3 days ago
Berkshire Inn

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Frequently asked questions

What should a history enthusiast expect from a trip to Pittsfield?
The historical places in Pittsfield are probably at the top of your sightseeing list. During your visit, you can check out the local entertainment venues.
How many historical hotels are there in Pittsfield?
In Pittsfield, there are 73 hotel accommodations bookable on Expedia though you won't find many designated historic hotels.
What are the must-see historical places and other sights to visit in Pittsfield?
Pittsfield is notable for landmarks like Colonial Theater, Hancock Shaker Village, and Herman Melville's Arrowhead. Cultural venues include Berkshire Museum, Barrington Stage Company, and Crane Museum of Papermaking. A couple of additional sights to add to your agenda are Bousquet Ski Area and Housatonic River.
What is a historic hotel like in Pittsfield?
When you book a historic hotel, you'll spend a night or two in a place that has an officially recognized historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be turned into a historic hotel as long as it's of special interest. Traditional architecture and period features are often preserved within the guestrooms or public spaces of historic hotels in Pittsfield, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, while "historic hotel" is more common in the U.S. overall though the terms are similar. The building and architecture of historic hotels tend to be the most important aspect. For a heritage hotel, it's mainly the cultural value along with how it influenced the community.
Do historic hotels in Pittsfield have modern facilities?
Hotel interiors feature the modern conveniences and safety features you expect to find, while every effort is made to preserve historic facades and treasured traditions. Smart TVs, WiFi, updated bathroom facilities, and the amenities found at a contemporary hotel should be available at a historic hotel. Rest assured that when you select a historic hotel in Pittsfield, you won't find yourself staying at a place that is rundown or uncomfortable.