Pittsfield Vacations
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Find the Best Pittsfield Vacation Packages
Pittsfield Hotel Deals
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is NT$2,904 per night from Jan 6 to Jan 7
NT$2,904
NT$3,243 total
Jan 6 - Jan 7
includes taxes & fees
8/10 Very Good! (1,003 reviews)
Did not have breakfast. Wish it was free but the hotel staff was amazing and the valet was great too!
Reviewed on 2025/12/28
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is NT$3,091 per night from Jan 12 to Jan 13
NT$3,091
NT$4,153 total
Jan 12 - Jan 13
includes taxes & fees
9/10 Wonderful! (800 reviews)
great stall and friendly pet friendly place
Reviewed on 2025/12/31
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is NT$2,392 per night from Jan 6 to Jan 7
NT$2,392
NT$2,672 total
Jan 6 - Jan 7
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Very friendly and good Breakfast.
Reviewed on 2025/12/14
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 quaint 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.
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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.
