Pittsfield, MA Guest Houses from NT$3,280

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

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Our top choices for Pittsfield guest houses

1. The Central Downtown Inn & Suites

Pittsfield

Rena

NT$3,280 total

includes taxes & fees

Sep 3 - Sep 4

2. Hideaway Inn Lenox

Lenox

Leonardo

NT$5,013 total

includes taxes & fees

Sep 7 - Sep 8

55-inch LCD TV with digital channels, printers

3. The Revival House

Adams

James

NT$5,960 total

includes taxes & fees

Aug 16 - Aug 17

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Top Pittsfield Hotel Reviews

Vacation Village in the Berkshires

8/10 Good

"Beautiful location and pricey, but less expensive than most places in the area. It is spacious with a kitchen that we did not use, the rooms are very dated. You can hear through the walls very well. Didn’t use pool because it was so crowded."

The Red Lion Inn

10/10 Excellent

"This is an old inn. It’s elegant, fun and very comfortable. Lots of dark, antique furniture and communal card games. The staff is friendly and some have been there many years. Many of the guests return year after year. If that’s what you’re looking for, you will love it. I do. If you are looking for sleek and spotless, you are best suited elsewhere."