Find Historic Hotels in Pittsfield, MA

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Pick from 8 Pittsfield Historic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Hotel On North
Front of property - evening/night
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (650)
"Beautiful room & exceptional staff. Highly recommend!"
The price is SAR 544
SAR 608 total
includes taxes & fees
25 Nov - 26 Nov
Hotel On North
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Exterior
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3.0 star property
8.0 out of 10, Very Good, (682)
"We stayed for two weeks and couldn’t have been happier with the service. Such nice people, and so understanding. Six stars if I could!"
The price is SAR 355
SAR 397 total
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Hilton Garden Inn Lenox Pittsfield
Exterior
Hilton Garden Inn Lenox Pittsfield
3.0 star property
9.2 out of 10, Wonderful, (618)
"Check in and check out where quick and easy. The room was comfortable and clean. The staff were nice and accommodating. Central location to surrounding attractions. "
The price is SAR 511
SAR 571 total
includes taxes & fees
22 Dec - 23 Dec
Hilton Garden Inn Lenox Pittsfield
Best Western Plus Berkshire Hills Inn & Suites
Exterior
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.4 out of 10, Very Good, (1010)
"Room was clean, comfortable, and convenient. Dog Friendly! Will stay again!"
The price is SAR 339
SAR 378 total
includes taxes & fees
22 Dec - 23 Dec
Best Western Plus Berkshire Hills Inn & Suites
Berkshire Inn
Outdoor pool
Berkshire Inn
2.0 star property
7.6 out of 10, Good, (747)
"Good. No highlights."
The price is SAR 323
SAR 361 total
includes taxes & fees
24 Nov - 25 Nov
Berkshire Inn
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 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 64 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 Pittsfield State Forest.
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.