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$169 per night from 8 Feb to 9 Feb
S$169
8 Feb - 9 Feb
includes taxes & fees
9/10 Wonderful! (828 reviews)
Only stayed for 1 night but was very impressed with this property. The room was very clean and spacious. Bed was comfortable as well. Had my two kids with me so the pool and hot tub was an amazing amenity. Left early in the morning to ski so the stay was short, but would’ve loved to stay longer and ...
Reviewed on 5 Feb, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is S$145 per night from 7 Mar to 8 Mar
S$145
7 Mar - 8 Mar
includes taxes & fees
8/10 Very Good! (1,001 reviews)
Rooms were clean and spacious. Our room had 2 queen beds and they easily accommodated 2 of us and our late teen children. It's only 20 minutes from Jiminy Peak skiing area. There are several breakfast and food places nearby.
Reviewed on 2 Feb, 2026
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is S$129 per night from 9 Feb to 10 Feb
S$129
9 Feb - 10 Feb
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Great place, room was clean and spacious. Breakfast time could last a little longer though, ending time was 9:30am, maybe extending until 11am is best. But overall was great.
Reviewed on 20 Jan, 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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