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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Browse Select Pittsfield Inns

Gregory House Country Inn
Bar (on property)

Gregory House Country Inn

3.0 star property
9.0 out of 10, Wonderful, (6)
"Charming Inn with a delicious restaurant, we’ll be back TY"
The price is Rp1.659.339
Rp1.841.865 total
includes taxes & fees
14 May - 15 May
Gregory House Country Inn
The Egremont Village Inn
Books

The Egremont Village Inn

3.0 star property
8.4 out of 10, Very good, (148)
"Our host was available for all questions and needs, as well as good local information. We enjoyed the fire on a snowy weekend. We hope to return soon to enjoy all of what the property offers. "
The Egremont Village Inn
1896 House Country Inn & Motels
Exterior

1896 House Country Inn & Motels

2.5 star property
6.6 out of 10, (415)
"The room was pleasant and the grounds were nice. Nothing in disrepair. The ‘6 Restaurant was wonderful-our waitress was fabulous, decor was lovely and the prices were quite reasonable. A definite “thumbs up” and sure to return."
The price is Rp1.994.559
Rp2.227.922 total
includes taxes & fees
1 May - 2 May
1896 House Country Inn & Motels
Apple Tree Inn
Seasonal outdoor pool

Apple Tree Inn

3.0 star property
8.4 out of 10, Very good, (281)
"Amazing food and ambience. Great music. "
The price is Rp2.247.650
Rp2.510.625 total
includes taxes & fees
14 May - 15 May
Apple Tree Inn
Kemble Inn
Exterior

Kemble Inn

3.5 star property
8.8 out of 10, Excellent, (31)
"wonderfully restored old mansion. Rooms were charming... nicely designed. In fact the entire facility has been thoughtfully brought into today's design standards. Very accomodating staff... although many appeared to be a training mode. Need to improve the professionalism a bit. They have a new general manager (had only been there about 2 weeks when we visited)... seems he has a number of things on his agenda that will improve the property even more. Food was good... but not wonderful. ...
Kemble Inn
The Kemble Berkshires
Interior

The Kemble Berkshires

2.0 star property
The Kemble Berkshires
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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Other property types in Pittsfield

Vacation Village in the Berkshires
Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1802)
"Great property"
The price is Rp1.980.312
Rp2.356.270 total
includes taxes & fees
7 May - 8 May
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (928)
"Last minute find. Room was tidy/no odors. The kitchen was complete and cute wood art made the place feel cozy. The spare roll away bed was delivered as requested, and surprisingly comfortable. Traveled with hubby and 9 year old between seasons to hit Bash Bish. Will stay here again to visit Naumkeag."
The price is Rp2.247.650
Rp2.510.625 total
includes taxes & fees
1 May - 2 May
Jiminy Peak Mountain Resort
The Ponds at Foxhollow
Property grounds

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The price is Rp3.758.654
Rp4.198.416 total
includes taxes & fees
9 May - 10 May
The Ponds at Foxhollow
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.

Frequently asked questions

How much do inns in Pittsfield cost?
Rates for inns located in Pittsfield range between Rp1.659.339 and Rp2.247.650 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.
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 neighbourhoods.