Pittsfield Holidays
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Pittsfield Holiday
Our pick of the best Pittsfield Hotel Deals
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is NZ$238 per night from 1 Apr to 2 Apr
NZ$238
1 Apr - 2 Apr
includes taxes & fees
9/10 Wonderful! (868 reviews)
Love it here. We stay a few times a year and are actually local to the hotel. Just a relaxed experience.
Reviewed on 1 Mar 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is NZ$239 per night from 31 Mar to 1 Apr
NZ$239
31 Mar - 1 Apr
includes taxes & fees
8/10 Very Good! (1,002 reviews)
Fair. Pool was closed. Everything under construction. Poor location.
Reviewed on 1 Mar 2026
Hotel On North
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is NZ$280 per night from 8 Mar to 9 Mar
NZ$280
8 Mar - 9 Mar
includes taxes & fees
9.6/10 Exceptional! (825 reviews)
Room was spotless, staff was amazing! Loved the bathroom setup! Will recommend and stay again!
Reviewed on 9 Feb 2026
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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- Visit Cheshire
- Visit The Berkshires
- Visit Great Barrington
- Visit West Stockbridge
- Visit Middlefield
- Visit Hawley
- Visit Williamstown
- Visit Tyringham
- Visit North Adams
- Visit Otis
- Charlemont Holidays
- Goose Pond Reservation
- Massachusetts Museum of Contemporary Art
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- G. William Pitt House and Collection
- Deerfield Academy
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- Ski Butternut
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- National Shrine of the Divine Mercy
- Greenfield Community College
- Sterling and Francine Clark Art Institute
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- Williams College
- Norman Rockwell Museum
- Hadley Farm Museum
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
