Pittsfield Holidays
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Top hotels in Pittsfield
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is S$134 per night from 17 Dec to 18 Dec
S$134
17 Dec - 18 Dec
includes taxes & fees
8/10 Very Good! (988 reviews)
Very clean and timely and efficient and the lady who checked me in named Valerie did an amazing job and was very informative and helpful .
Reviewed on 15 Dec, 2025
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is S$171 per night from 8 Jan to 9 Jan
S$171
8 Jan - 9 Jan, 2026
includes taxes & fees
9/10 Wonderful! (788 reviews)
Nice room
Reviewed on 9 Dec, 2025
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St Pittsfield MA
Fully refundable
The price is S$110 per night from 4 Jan to 5 Jan
S$110
4 Jan - 5 Jan, 2026
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Loved having coffee and tea 24/7
Reviewed on 29 Nov, 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.
