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$158 per night from 29 Mar to 30 Mar
S$158
29 Mar - 30 Mar
includes taxes & fees
9/10 Wonderful! (885 reviews)
very clean and friendly staff
Reviewed on 24 Mar, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is S$165 per night from 27 Mar to 28 Mar
S$165
27 Mar - 28 Mar
includes taxes & fees
8/10 Very Good! (1,000 reviews)
Staff was pleasant! Clean and the restaurant was excellent!
Reviewed on 22 Mar, 2026
Hotel On North
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is S$212 per night from 30 Mar to 31 Mar
S$212
30 Mar - 31 Mar
includes taxes & fees
9.6/10 Exceptional! (837 reviews)
The hotel was even more beautiful in person! Rooms were incredibly spacious and lovely. The staff was incredibly friendly and helpful. Great stay would definitley return.
Reviewed on 16 Mar, 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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* 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.
