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
The price is €102 per night from 11 May to 12 May
€102
11 May - 12 May
includes taxes & fees
9/10 Wonderful! (897 reviews)
Love that place. Does need a little sprucing up. Staff great and accomodating
Reviewed on 5 Apr 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is €113 per night from 11 May to 12 May
€113
11 May - 12 May
includes taxes & fees
8/10 Very Good! (1,000 reviews)
Great dinner, nice room. Only complaint is that none of the 3 elevators would come to the 6 floor in the morning. It was a long walk with our baggage.
Reviewed on 4 Apr 2026
Hotel On North
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is €142 per night from 16 Apr to 17 Apr
€142
16 Apr - 17 Apr
includes taxes & fees
9.6/10 Exceptional! (843 reviews)
Charming hotel in the middle of Pittsfield. Love the art, decor and overall fell. Rooms are charming and cozy. Staff is friendly and welcoming. Great spot to stay with the kids (playroom downstairs is awesome). Love the touch of complementary coffee/tea/hot chocolate - always beautifully stocked ...
Reviewed on 9 Apr 2026
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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