Search Historic Hotels in Pittsfield

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Top Pittsfield Historic Hotels

Front of property – evening/night
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (585)
"Comfortable "
The price is ฿5,669
฿6,332 total
includes taxes & fees
19 May - 20 May
Hotel On North
Terrace/patio
Hilton Garden Inn Lenox Pittsfield
3.0 star property
9.2 out of 10, Wonderful, (580)
"Very good"
The price is ฿6,125
฿6,841 total
includes taxes & fees
28 May - 29 May
Hilton Garden Inn Lenox Pittsfield
Lobby
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.4 out of 10, Very good, (940)
"People at desk are very helpful and friendly. Fitness center is dirty and smelly. Room is fine. We like the fridge and microwave. "
The price is ฿4,011
฿4,480 total
includes taxes & fees
21 May - 22 May
Best Western Plus Berkshire Hills Inn & Suites
Indoor pool
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3.0 star property
7.8 out of 10, Good, (578)
"You walk in and you’re greeted with a smile, you’re treated respectfully and everyone is so very helpful! Second time I’ve stayed here in a year and it is the only place I’m going to book when I’m in the area. "
The price is ฿4,353
฿4,862 total
includes taxes & fees
30 May - 31 May
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn
2.0 star property
7.6 out of 10, Good, (659)
"This location is so convenient to the Berkshire Museum and downtown Pittsfield! There are plenty of great restaurants a short distance away. The price is right and we used the savings to eat at local spots for breakfast, too. They have done some nice updates, so it doesn't feel like the motels that I went to when I was a kid with my parents. "
The price is ฿2,926
฿3,268 total
includes taxes & fees
19 May - 20 May
Berkshire Inn
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Frequently asked questions

What should a history buff expect from a stay in Pittsfield?
Sights with historical relevance in Pittsfield are probably at the top of your travel itinerary. 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 will I find in Pittsfield?
In Pittsfield, you’ll find 64 hotels and other lodging options bookable on Expedia but not many designated as 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 itinerary are Bousquet Ski Area and Pittsfield State Forest.
What is a historic hotel like in Pittsfield?
By booking a historic hotel, guests can spend a night or two someplace that has an officially recognised historic designation. A castle, a palace or even a pub or an old police station can be turned into a historic hotel as long as it’s a place of special interest. Traditional architecture and period features can be admired in the guestrooms or communal spaces of such hotels in Pittsfield, giving a real sense of character.
What is the difference between a historic hotel and a heritage hotel?
“Heritage hotel” is a term often used in Asia and Europe, while “historic hotel” is a term often used in the U.S. though overall the terms are quite similar. The architecture and building of historic hotels tend to be what’s most significant. For a heritage hotel, it’s mainly the cultural value as well as how it influenced the community.
Do historic hotels in Pittsfield have modern facilities?
Hotel interiors feature the modern conveniences and safety features 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 normal amenities found in any hotel should be available at a historic hotel. When you choose a historic hotel in Pittsfield, don’t worry that you’ll be staying at a place that’s uncomfortable or rundown.