
Pittsfield Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to Rp173.195 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top hotels in Pittsfield

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is Rp1.068.824 per night from 7 Sept to 8 Sept
Rp1.068.824
Rp1.556.812 total
7 Sept - 8 Sept
includes taxes & fees
8.8/10 Excellent! (581 reviews)
"Enjoyed the room, towels and kitchen. I can recommend."
Reviewed on 18 Aug 2025

FairBridge Inn Express
16 Cheshire Road, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is Rp1.155.091 per night from 3 Sept to 4 Sept
Rp1.155.091
Rp1.290.257 total
3 Sept - 4 Sept
includes taxes & fees
5.2/10 (767 reviews)
"The bathroom in our room looks like someone was murdered in the bathtub. There were stains on the bottom of the tub."
Reviewed on 10 Aug 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Fully refundable
The price is Rp1.770.814 per night from 1 Sept to 2 Sept
Rp1.770.814
Rp1.977.999 total
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (863 reviews)
"It was fine , no complaints"
Reviewed on 19 Aug 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.
Frequently asked questions
More trip options
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.