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Check prices for these dates

Next weekend
Jul 10 - Jul 12
In two weeks
Jul 17 - Jul 19
In one month
Jul 31 - Aug 2
In two months
Aug 28 - Aug 30

Our top choices for Pittsfield guest houses

Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (373 reviews)
"Easy access to parking, nearby everything and room was very clean. Definitely will come back here to stay again! "
United States
Aisha
The price is ￥18,877
￥21,086 total
includes taxes & fees
Jul 7 - Jul 8
The Central Downtown Inn & Suites
55-inch LCD TV with digital channels, printers

The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (35 reviews)
"Great place. Large rooms amazing common areas super fun w friends. "
United States
James
The price is ￥24,580
￥27,455 total
includes taxes & fees
Jul 14 - Jul 15
The Revival House
BBQ/picnic area

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
8.0 out of 10, Very Good, (11 reviews)
"Wonderful pet-friendly property in a fantastic location. Everything in the village is just a short walk away, making it easy to enjoy local shops, restaurants, and attractions."
United States
Leonardo
The price is ￥23,604
￥26,367 total
includes taxes & fees
Jul 7 - Jul 8
Hideaway Inn Lenox
1 bedroom, desk, iron/ironing board, free WiFi

Hudson valley and The Berkshires Cottage

Hudson valley and The Berkshires Cottage
Hillsdale
10.0 out of 10, Exceptional, (21 reviews)
"Very clean and great for a couples trip!"
United States
Sean C.
The price is ￥22,104
￥60,083 total
includes taxes & fees
Jul 7 - Jul 8
Hudson valley and The Berkshires Cottage
Terrace/patio

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!
Lanesborough
9.8 out of 10, Exceptional, (285 reviews)
"The property is very nice, well stocked amenities. Cozy and warm and perfect for a long weekend getaway. "
United States
Jonathan H.
The price is ￥32,268
￥47,397 total
includes taxes & fees
Jul 16 - Jul 17
Berkshire Village Carriage House - Super Private!!
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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Top Pittsfield Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"The staff were wonderful! Carli at the front desk was so sweet and went above and beyond! It was fully booked however it still did not seem too crowded at the pool. The outdoor pool is great love that it is salt water. It does open one hour after the indoor pool and close an hour before the indoor pool. But it's great that you have both options. There are plenty of towels provided at the pool for you. It was great having a kitchen to cook breakfast in good variety of supplies. Also really enjoyed the whirlpool tub in the bathroom. The deck with a scenic view off the bedroom was peaceful and beautiful. Great size for our family with two kids the kids slept in the living room and it was nice to have a separate bedroom. There is a movie theater that plays movies at 1pm and 7 pm. DVDs you can check out from the front desk. Activities you can participate in. A coffee bar every morning from 6am to 11 am. Wonderful amenities in a beautiful mountain retreat! The bear by towns have plenty of great places to eat, as well as a pizza place that has much more then pizza that actually delivers all the way up there from Pittsfield."
Autumn 4-night trip
Posted 3 hours ago
Vacation Village in the Berkshires

Find out more about Pittsfield

Pittsfield Guest Houses information

Number of reviews
690
Accommodation
11 Guest Houses
Lowest Price
￥21,086
Highest Price
￥60,083