Pittsfield Holidays
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Your Pittsfield Holiday
When you book a Pittsfield holiday package, you can kick back and enjoy your getaway to the fullest. Uncover the best parts of this unique city knowing that all your travel arrangements have been looked after before you go. Make your trip to Pittsfield even more fulfilling by including some sightseeing. Bousquet Ski Area, Hancock Shaker Village and Pittsfield State Forest are among the big attractions worth exploring. That dream Pittsfield holiday is a couple of clicks away. Explore hotels, flights and more on Expedia for a getaway that's tailored to suit your style.
Pittsfield Holiday
Pittsfield Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 43,300 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 24ºC |
Top Sights | Jiminy Peak Mountain Resort, Norman Rockwell Museum and Bousquet Ski Area |
Our pick of the best Pittsfield Hotel Deals
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (766 reviews)
When we are out in Pittsfield we always stay at the BML. The rooms are spacious, clean, and comfortable. For the price of a hotel room, you get a small condo. The staff is always friendly and helpful. Stay there, you won't regret it.
Reviewed on 26 Nov 2025
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is AU$154 per night from 29 Nov to 30 Nov
AU$154
29 Nov - 30 Nov
includes taxes & fees
8/10 Very Good! (971 reviews)
Everything was great.
Reviewed on 24 Nov 2025
Hotel On North
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is AU$228 per night from 22 Dec to 23 Dec
AU$228
22 Dec - 23 Dec
includes taxes & fees
9.4/10 Exceptional! (801 reviews)
Wonderful stay, as usual. I have business in the Pittsfield area, 3 or 4 times a year and wouldn’t think of staying anywhere else. Quiet, comfortable….staff is always helpful and friendly….restaurant in the building is just another plus.
Reviewed on 22 Nov 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
