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

Search Guest Houses in Pittsfield

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

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

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (415 reviews)
"Large, clean, comfortable suite."
United States
Rena
The price is NT$3,144
NT$3,511 total
includes taxes & fees
Sep 28 - Sep 29
The Central Downtown Inn & Suites
A large white house with a prominent tower, surrounded by lush greenery and a well-maintained lawn.

2. Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
7.8 out of 10, Good, (60 reviews)
"Although the property was vintage, the rooms were clean and staff were very helpful and fun to be around. Parking and breakfast were included and the location was excellent."
United States
Barbara
The price is NT$4,446
NT$4,966 total
includes taxes & fees
Sep 28 - Sep 29
Hideaway Inn Lenox
A living room with a fireplace, two sofas, and four black side tables.

3. The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (38 reviews)
"Room 6 was much larger than expected! We arrived after hours and it was very easy to find our room."
United States
Katrina
The price is NT$5,259
NT$5,874 total
includes taxes & fees
Sep 27 - Sep 28
The Revival House
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pittsfield Hotel Reviews

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Love the property, room seemed a little tired since I was there last, about 3 years ago. Wish we could stay just one night instead of minimum two, as we often come just for a Tanglewood concert and stay only one night in town."
Sue 2-night trip
Posted 10 hours ago
Berkshires Untold

Find out more about Pittsfield

Pittsfield Guest Houses information

Number of reviews
98
Accommodation
7 Guest Houses
Lowest Price
NT$3,511
Highest Price
NT$5,874