Pittsfield Historic Hotel

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Top Pittsfield Historic Hotel

Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (650)
"Beautifully restored hotel. I look forward to staying here every time I visit."
The price is HK$1,129
HK$1,261 total
includes taxes & fees
25 Nov - 26 Nov
Hotel On North
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 HK$769
HK$859 total
includes taxes & fees
3 Dec - 4 Dec
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
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 HK$1,068
HK$1,193 total
includes taxes & fees
22 Dec - 23 Dec
Hilton Garden Inn Lenox Pittsfield
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 HK$702
HK$784 total
includes taxes & fees
3 Dec - 4 Dec
Best Western Plus Berkshire Hills Inn & Suites
Berkshire Inn
2.0 star property
7.6 out of 10, Good, (747)
"Nice area "
The price is HK$669
HK$748 total
includes taxes & fees
26 Nov - 27 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.
Don't see what you're looking for?
See all available properties in Pittsfield
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.

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.