Pittsfield Guest Houses

A historic building with classical architecture, a traffic light, and a yellow taxi.

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Our top choices for Pittsfield guest houses

A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

1. The Central Downtown Inn & Suites

Pittsfield

Debra

HK$859 total

includes taxes & fees

3 Nov - 4 Nov

A stone patio with outdoor furniture, a small brick house with a green roof, and a forested area.

2. Berkshire Village Carriage House - Super Private!!

Lanesborough

Mary R.

HK$1,717 total

includes taxes & fees

9 Nov - 10 Nov

A large white house with a prominent tower, surrounded by lush greenery and a well-maintained lawn.

3. Hideaway Inn Lenox

Lenox

Barbara

HK$981 total

includes taxes & fees

3 Nov - 4 Nov

A living room with a fireplace, two sofas, and four black side tables.

4. The Revival House

Adams

Katrina

HK$1,315 total

includes taxes & fees

3 Nov - 4 Nov

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Top Pittsfield Hotel Reviews

Berkshires Untold

10/10 Excellent

"We had a great stay. The lobby is beautiful- very warm and inviting. Don’t let the motel style fool you. The staff was very welcoming! Room was very spacious. We enjoyed sitting at the fire pit on a chilly fall night. Only suggestion would be softer pillows."

Quality Inn Great Barrington

10/10 Excellent

"This motel was exactly what we were looking for during our short stay. It was clean comfortable and easy to access. The bathroom toilet flushing mechanism was a bit slow/occasionally needed two flushes. There are train tracks behind the building and there is a train that will come by at night that is relatively loud. The breakfast had warm options and was satisfactory. Limited fresh fruit options but overall met our needs. I would stay here again and maybe request the front of the building to limit train noise."

Best Western Plus Berkshire Hills Inn & Suites

8/10 Good

"We had a good stay the staff when I arrived was super nice and personable and we really like the amenities. I really like the water that was filtered in the front and the breakfast was very good choices. Our room was very clean and the TV selection was great."

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