Find Historic Hotels in Pittsfield, MA

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Check availability on Pittsfield Historic Hotels

Tonight
Aug 3 - Aug 4
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Aug 4 - Aug 5
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Aug 8 - Aug 10
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Aug 15 - Aug 17

Top Pittsfield Historic Hotels

The Red Lion Inn
Relax by the serene pool surrounded by lounge chairs and umbrellas.

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1002)
"Loved our visit"
The price is NT$5,665
NT$7,667 total
includes taxes & fees
Aug 6 - Aug 7
The Red Lion 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.

Top Pittsfield Hotel Reviews

Hotel On North

Hotel On North

10/10 Excellent
"This hotel has a lot more character than chain places on the highway, and parking was easy in the lot behind the hotel. Staff was friendly and efficient, the rooms were large and well-decorated, and the restaurant on the ground floor was top-notch."
Hugh 1-night trip
Posted 2 days ago
Hotel On North

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.
What's the best hotel in Pittsfield to learn about local history?
Based on our travel knowledge, Berkshire Mountain Lodge is a top 3-star lodge for history seekers booking on Expedia, and it offers free parking and in-room kitchens. Naumkeag is a short 17-minute drive away. A couple of other options close to historic sites include Hilton Garden Inn Lenox Pittsfield and Berkshire Inn.
How many historical hotels are there in Pittsfield?
In Pittsfield, there are 71 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.