Pittsfield Vacations

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Pittsfield Hotel Deals

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (750 reviews)
Everything was so perfect for a weekend to just get away and decompress, the staff were great, the room was awesome.

Reviewed on Nov 4, 2025

Berkshire Mountain Lodge
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is ₩128,445 per night from Nov 15 to Nov 16
₩128,445
₩143,473 total
Nov 15 - Nov 16
includes taxes & fees
7.8/10 Good! (950 reviews)
Good

Reviewed on Nov 10, 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Hotel On North

Hotel On North

3.5 out of 5
297 North Street, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is ₩194,255 per night from Nov 16 to Nov 17
₩194,255
₩216,982 total
Nov 16 - Nov 17
includes taxes & fees
9.4/10 Exceptional! (794 reviews)
Excellent staff and room.

Reviewed on Nov 9, 2025

Hotel On North
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.

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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.