Hotels in Pittsfield

your current months are December, 2024 and January, 2025.
December 2024
January 2025

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Where to stay in Pittsfield?

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 landmarks in Pittsfield

Learn more about Pittsfield

Pittsfield is applauded for its entertainment and theatre with such cultural attractions as Berkshire Museum and Colonial Theater. Sights include Bousquet Ski Area and Pittsfield State Forest and visitors speak highly of the city's sports.

Pittsfield showing a city

Frequently asked questions

Can I book a refundable accommodation option in Pittsfield?
If you want the flexibility to change your plans to Pittsfield, most hotels offer refundable* rates that you can book. You can see this accommodation by searching our site and using the “fully refundable” filter to narrow the results down.
Where can I stay in Pittsfield if I want a holiday rental instead of a hotel?
If you’re looking for a good alternative to a hotel, browse our selection of 36 holiday homes. You can also consider one of the 7 apartments or 6 cottages.
What will the weather in Pittsfield be like during my visit?
July and August are typically the warmest months in Pittsfield, when the average temperature is 19°C. January and February are the coldest months, when the average temperature is -3°C. October and August are the months with the most rain.
Why should I book my Pittsfield hotel with Hotels.com?
There are lots of reasons to book your Pittsfield trip with us: our free cancellations on selected hotels* gives you flexibility, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.