Pittsfield Packages (Flight + Hotel)
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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 ฿2,654 per night from 26 Apr to 27 Apr
฿2,654
฿3,685 total
26 Apr - 27 Apr
includes taxes & fees
9/10 Wonderful! (914 reviews)
Great place and pool
Reviewed on 24 Apr 2026
Hotel On North
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is ฿4,841 per night from 27 Apr to 28 Apr
฿4,841
฿5,407 total
27 Apr - 28 Apr
includes taxes & fees
9.6/10 Exceptional! (845 reviews)
Awesome boutique rooms!
Reviewed on 21 Apr 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is ฿3,704 per night from 3 May to 4 May
฿3,704
฿4,137 total
3 May - 4 May
includes taxes & fees
8/10 Very Good! (1,001 reviews)
Staff was nice. Room was clean. Parking lot was under construction. Had to park offsite. Wasn't a total inconvenience. One elevator was broken and the wait time was long each time we were trying to use.
Reviewed on 19 Apr 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
