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 ₩130,606 per night from Apr 26 to Apr 27
₩130,606
₩179,571 total
Apr 26 - Apr 27
includes taxes & fees
9/10 Wonderful! (888 reviews)
very clean and friendly staff
Reviewed on Mar 24, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is ₩194,498 per night from Mar 29 to Mar 30
₩194,498
₩217,250 total
Mar 29 - Mar 30
includes taxes & fees
8/10 Very Good! (1,001 reviews)
Nice property. Breakfast buffet was good. Parking lot was under construction, but complimentary valet parking was offered. Friendly staff, comfortable beds.resturanton 2 nd floor was good
Reviewed on Mar 27, 2026
Hotel On North
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is ₩224,653 per night from Mar 30 to Mar 31
₩224,653
₩250,937 total
Mar 30 - Mar 31
includes taxes & fees
9.6/10 Exceptional! (837 reviews)
The hotel was even more beautiful in person! Rooms were incredibly spacious and lovely. The staff was incredibly friendly and helpful. Great stay would definitley return.
Reviewed on Mar 16, 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.
