
Pittsfield Holidays
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Save up to S$134 when you book a flight and hotel together*
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Top hotels in Pittsfield

Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is S$170 per night from 13 Jul to 14 Jul
S$170
13 Jul - 14 Jul
includes taxes & fees
8.4/10 Very Good! (1,007 reviews)
"Great stay"
Reviewed on 5 Jul, 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Fully refundable
The price is S$164 per night from 13 Jul to 14 Jul
S$164
13 Jul - 14 Jul
includes taxes & fees
7.8/10 Good! (813 reviews)
"Clean rooms Staff was very friendly and helpful"
Reviewed on 5 Jul, 2025

FairBridge Inn Express
16 Cheshire Road, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is S$102 per night from 22 Jul to 23 Jul
S$102
22 Jul - 23 Jul
includes taxes & fees
5.2/10 (738 reviews)
"Rooms were much nicer than expected. Despite the somewhat dated exterior and overall first impression from the outside, the rooms were solidly good, clean, and comfortable. Good value for the price."
Reviewed on 1 Jul, 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.
Frequently asked questions
* 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.