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 S$247 per night from 12 Oct to 13 Oct
S$247
12 Oct - 13 Oct
includes taxes & fees
8.8/10 Excellent! (624 reviews)
"Nice staff, clean, and lots of apace in the rooms."
Reviewed on 9 Sep, 2025
FairBridge Inn Express
16 Cheshire Road, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is S$102 per night from 28 Sept to 29 Sept
S$102
28 Sept - 29 Sept
includes taxes & fees
5.2/10 (779 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 S$156 per night from 17 Sept to 18 Sept
S$156
17 Sept - 18 Sept
includes taxes & fees
7.8/10 Good! (870 reviews)
"Our room was very spacious, clean and comfortable. The parking situation is the problem. No spaces available nearby. Long walk to the parking lot. The pool was great."
Reviewed on 2 Sep, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
