Pittsfield Holidays
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Your Pittsfield Holiday
When you book a Pittsfield holiday package, you can kick back and enjoy your getaway to the fullest. Uncover the best parts of this unique city knowing that all your travel arrangements have been looked after before you go. Make your trip to Pittsfield even more fulfilling by including some sightseeing. Bousquet Ski Area, Hancock Shaker Village and Pittsfield State Forest are among the big attractions worth exploring. That dream Pittsfield holiday is a couple of clicks away. Explore hotels, flights and more on Expedia for a getaway that's tailored to suit your style.
Pittsfield Holiday
Pittsfield Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 43,300 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 24ºC |
Top Sights | Jiminy Peak Mountain Resort, Norman Rockwell Museum and Bousquet Ski Area |
Our pick of the best Pittsfield Hotel Deals
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is AU$192 per night from 2 Nov to 3 Nov
AU$192
2 Nov - 3 Nov
includes taxes & fees
8.8/10 Excellent! (678 reviews)
"Great lodge with 1 bedroom suites and fully stocked kitchens"
Reviewed on 7 Oct 2025
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Fully refundable
The price is AU$175 per night from 2 Nov to 3 Nov
AU$175
2 Nov - 3 Nov
includes taxes & fees
7.8/10 Good! (893 reviews)
"Room was clean & comfortable. Thank you! Parking was kind of far."
Reviewed on 5 Oct 2025
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is AU$172 per night from 2 Nov to 3 Nov
AU$172
2 Nov - 3 Nov
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"Clean place. Good breakfast and friendly staff"
Reviewed on 2 Oct 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.
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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.
