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

Search Inns in Pittsfield

Check prices for these dates

Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13
In one month
Sep 25 - Sep 27
In two months
Oct 23 - Oct 25

Our top choices for Pittsfield inns

Dining room

1. Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.0 out of 10, Wonderful, (128 reviews)
"Great place to stay. The room was clean, the bed was very comfortable."
United States
Brian
$113 nightly
The price is $125
Sep 10 - Sep 11
Total with taxes and fees
Gregory House Country Inn
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

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Although an excellent 2-night stay, our comments are intended to make future stays even better. Room temperature: virtually impossible to maintain a comfort level. Basically it was too cold in spite of raising the thermostat temp. At 80 when the heat came on, it was much too hot! Room lighting: too dark; only the bathroom was well lit. Bathroom moisture: in the absence of a ventilation or fan, the bathroom remained damp after a shower and keeping the door open resulted in everything in the bedroom becoming damp. But the positives far outweigh these few items."
Naomi 2-night trip
Posted 6 hours ago
Berkshires Untold

Find out more about Pittsfield

Pittsfield Inns information

Number of reviews
128
Accommodation
5 Inns
Lowest Price
$125
Highest Price
$125

Frequently asked questions

How much do inns in Pittsfield cost?
Rates for inns located in Pittsfield range between $125 and $125 per night. Whatever your budget, you're sure to find somewhere comfy to relax and recharge your batteries. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly inns located in Pittsfield?
Yes, there sure are! Reserve a stay at Kemble Inn, a family-friendly inn only a quick drive from downtown Pittsfield. Offering conveniences such as complimentary breakfast and WiFi, the whole crew will feel at home at this reliable 3.5-star escape. Once you've checked in, there are plenty of family-friendly attractions to see in and around Pittsfield. Hancock Shaker Village and Berkshire Museum promise fun for all ages.
Why book your Pittsfield inn with Expedia?
Booking an inn in Pittsfield is as easy as working out your travel dates and choosing an option that suits your style. After something affordable or upmarket, or a property that also has a kitchenette? Use Expedia's search filters to further narrow your search results and find the perfect fit.
How can I find cheap Pittsfield inns?
Expedia will help you narrow your search for cheap Pittsfield inns. Simply enter your destination and travel dates and then use our filters to choose your preferred property star rating, budget and amenities. You can also search for your perfect inn based on popular locations and neighborhoods.
What is there to do in Pittsfield around my inn?
You'll find loads of fabulous things to do and see in Pittsfield. Explore major attractions like Bousquet Ski Area, Pittsfield State Forest and Barrington Stage Company. Berkshire Museum, Colonial Theater and Arrowhead Museum are also on many to-do lists.

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