Pittsfield Vacations
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- Better togetherSave up to ₩234,741 when you book a flight and hotel together*
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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
9/10 Wonderful! (750 reviews)
Everything was so perfect for a weekend to just get away and decompress, the staff were great, the room was awesome.
Reviewed on Nov 4, 2025
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is ₩128,445 per night from Nov 15 to Nov 16
₩128,445
₩143,473 total
Nov 15 - Nov 16
includes taxes & fees
7.8/10 Good! (950 reviews)
Good
Reviewed on Nov 10, 2025
Hotel On North
297 North Street, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is ₩194,255 per night from Nov 16 to Nov 17
₩194,255
₩216,982 total
Nov 16 - Nov 17
includes taxes & fees
9.4/10 Exceptional! (794 reviews)
Excellent staff and room.
Reviewed on Nov 9, 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.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
