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 AED 523 per night from May 21 to May 22
AED 523
AED 666 total
includes taxes & fees
21 May - 22 May
8.8/10 Excellent! (478 reviews)
"NO NOISE CLEAN PLACE"
Reviewed on 12 May 2025
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is AED 351 per night from May 21 to May 22
AED 351
AED 393 total
includes taxes & fees
21 May - 22 May
8.4/10 Very Good! (1,004 reviews)
"Room was clean & check in quick & easy"
Reviewed on 14 May 2025
Hotel On North
297 North Street, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is AED 441 per night from May 20 to May 21
AED 441
AED 492 total
includes taxes & fees
20 May - 21 May
9.4/10 Exceptional! (719 reviews)
"The staff was lovely!"
Reviewed on 16 May 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.
Discover the most popular places to visit in Pittsfield
Bousquet Ski Area
4/5(9 reviews)
Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this quaint area.
Berkshire Museum
You can spend an afternoon exploring the galleries in Berkshire Museum during your trip to Pittsfield. Wander the lakeside in this family-friendly area.
Hancock Shaker Village
4.5/5(53 reviews)
You can browse the exhibits at Hancock Shaker Village, a museum with a storied past, during your trip to Pittsfield. Wander the lakeside in this quaint area.