
Pittsfield Holidays
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Top hotels in Pittsfield

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (576 reviews)
"We were pleasantly surprised with these accommodations, having not realized that we were getting a suite with kitchen accoutrements! Everything about the suite was wonderful and the location suited well for overnight while attending a concert at nearby Tanglewood in Lenox, MA. I gave 4 stars to the ..."
Reviewed on 18 Aug 2025

FairBridge Inn Express
16 Cheshire Road, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is €68 per night from 1 Sept to 2 Sept
€68
1 Sept - 2 Sept
includes taxes & fees
5.2/10 (767 reviews)
"The bathroom in our room looks like someone was murdered in the bathtub. There were stains on the bottom of the tub."
Reviewed on 10 Aug 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Fully refundable
The price is €110 per night from 1 Sept to 2 Sept
€110
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (860 reviews)
"This is my "go to" when I'm in Pittsfield. It's central, convenient, clean and comfortable."
Reviewed on 17 Aug 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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