
Pittsfield Trip
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Top hotels in Pittsfield

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is ₹8,275 per night from 2 Nov to 3 Nov
₹8,275
₹11,226 total
2 Nov - 3 Nov
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 30 Sept 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Fully refundable
The price is ₹9,145 per night from 2 Nov to 3 Nov
₹9,145
₹10,215 total
2 Nov - 3 Nov
includes taxes & fees
7.8/10 Good! (884 reviews)
"There was NO hot water."
Reviewed on 1 Oct 2025

Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is ₹9,019 per night from 2 Nov to 3 Nov
₹9,019
₹10,074 total
2 Nov - 3 Nov
includes taxes & fees
8.4/10 Very Good! (1,015 reviews)
"Didn’t use the laundry"
Reviewed on 30 Sept 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.
Popular places to visit
Hancock Shaker Village
You can browse the exhibits at Hancock Shaker Village, a museum with a story of its own, during your travels to Pittsfield. Wander the lakeside in this quaint area.
Herman Melville's Arrowhead
You can learn about the history of Pittsfield with a trip to Herman Melville's Arrowhead. Wander the lakeside in this quaint area.
More trip options
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.