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 Rp1.274.286 per night from 26 Nov to 27 Nov
Rp1.274.286
Rp1.794.266 total
26 Nov - 27 Nov
includes taxes & fees
9/10 Wonderful! (733 reviews)
Spacious rooms. Hot tub was great. Kicthen has everything you need. Footsetps and shower water can be heard from the upstairs room.
Reviewed on 26 Oct 2025
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Fully refundable
The price is Rp1.710.006 per night from 2 Nov to 3 Nov
Rp1.710.006
Rp1.910.077 total
2 Nov - 3 Nov
includes taxes & fees
7.8/10 Good! (917 reviews)
All was very good at this hotel, our room was modernized and updated. The people at the front desk as well as all the employees were all well trained and pleasant . Pittsfield is in the middle of The Berkshires and so it was a great location to see what we wanted to see.
Reviewed on 22 Oct 2025
FairBridge Inn Express
16 Cheshire Road, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is Rp1.120.635 per night from 9 Nov to 10 Nov
Rp1.120.635
Rp1.251.791 total
9 Nov - 10 Nov
includes taxes & fees
5.2/10 (799 reviews)
Heating fine. Room warm
Reviewed on 12 Oct 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.
More trip options
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
