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 NT$2,834 per night from Nov 2 to Nov 3
NT$2,834
NT$3,845 total
Nov 2 - Nov 3
includes taxes & fees
8.8/10 Excellent! (668 reviews)
"Nice room, bathroom could use some repair, crumbling sheetrock surrounding tub enclosure, priced well"
Reviewed on 2025/9/30
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Fully refundable
The price is NT$3,132 per night from Nov 2 to Nov 3
NT$3,132
NT$3,499 total
Nov 2 - Nov 3
includes taxes & fees
7.8/10 Good! (884 reviews)
"There was NO hot water."
Reviewed on 2025/10/1
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is NT$3,092 per night from Nov 2 to Nov 3
NT$3,092
NT$3,454 total
Nov 2 - Nov 3
includes taxes & fees
8.4/10 Very Good! (1,015 reviews)
"Didn’t use the laundry"
Reviewed on 2025/9/30
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
Bousquet Ski Area
Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this family-friendly area.
Colonial Theater
You can make plans for a show at Colonial Theater during your trip to Pittsfield. Wander the lakeside in this family-friendly area.
Barrington Stage Company
You can make plans for a show at Barrington Stage Company on your trip to Pittsfield. Wander the lakeside in this quaint area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
