Pittsfield Vacations
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Find the Best Pittsfield Vacation Packages
Pittsfield Hotel Deals
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is ₩143,986 per night from Feb 11 to Feb 12
₩143,986
₩193,427 total
Feb 11 - Feb 12
includes taxes & fees
9/10 Wonderful! (826 reviews)
Room was clean and nicely equipped with kitchen. Will return if the future.
Reviewed on Feb 1, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is ₩148,822 per night from Mar 7 to Mar 8
₩148,822
₩166,228 total
Mar 7 - Mar 8
includes taxes & fees
8/10 Very Good! (1,004 reviews)
The staff was wonderful
Reviewed on Feb 8, 2026
Hotel On North
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is ₩217,397 per night from Feb 11 to Feb 12
₩217,397
₩242,832 total
Feb 11 - Feb 12
includes taxes & fees
9.4/10 Exceptional! (823 reviews)
Room was spotless, staff was amazing! Loved the bathroom setup! Will recommend and stay again!
Reviewed on Feb 9, 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.
Discover the most popular places to visit in Pittsfield
Berkshire Museum
You can spend an afternoon exploring the galleries in Berkshire Museum during your trip to Pittsfield. Wander the lakeside in this family-friendly area.
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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.
