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Compare 6 Inns in Pittsfield with updated reviews, rates, and availability.

Apple Tree Inn
Exterior

Apple Tree Inn

3.0 star property
8.4 out of 10, Very Good, (270)
"This historic place has all the charm and character! Incredibly close to Tanglewood, The Mount, and downtown Lenox, you can’t find a better spot. The 1800’s building has charm, just be aware there are no elevators in the main building (this is not a problem to me!) the property is gorgeous, views stunning, full of character, and the restaurant was delicious. "
The price is AED 562
AED 628 total
includes taxes & fees
12 Jan - 13 January 2025
Apple Tree Inn
The Egremont Village Inn
Living area

The Egremont Village Inn

3.0 star property
8.4 out of 10, Very Good, (143)
"Ronda was a hoot! She was nice to talk to and informative about dining accomidations in the area. The place was pet friendly."
The price is AED 514
AED 574 total
includes taxes & fees
5 Jan - 6 January 2025
The Egremont Village Inn
1896 House Country Inn & Motels
Exterior

1896 House Country Inn & Motels

2.5 star property
6.6 out of 10, (406)
"It’s unique historical property. The front desk allowed us to check in three hours early due to it’s a snowy day. We had a lovely thanksgiving dinner in the restaurant belongs to the hotel. "
The price is AED 309
AED 345 total
includes taxes & fees
2 Jan - 3 January 2025
1896 House Country Inn & Motels
Gregory House Country Inn
Exterior

Gregory House Country Inn

3.0 star property
The price is AED 404
AED 448 total
includes taxes & fees
9 Jan - 10 January 2025
Gregory House Country Inn
Kemble Inn
Room

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
Exterior

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

Chic Pittsfield Home With A View!

Chic Pittsfield Home With A View!

9.0 out of 10, Wonderful, (9)
"This property was just as shown in the listing and met our needs very well. It was well appointed and had many inviting areas to gather and relax in. The kitchen was well equipped and easy to use. Some very nice touches with closets and bathroom storage areas that made staying there user friendly. "
Chic Pittsfield Home With A View!
Hancock Village Inn at Jiminy Peak
The Hancock Village Inn

Hancock Village Inn at Jiminy Peak

9.8 out of 10, Exceptional, (8)
"We loved this large, well-kept home. The house has tons of room, so even though we had a large group, everyone found space and we never felt crowded. The kitchen/dining area is a great space for gathering and sharing a meal. And, the younger members of our group loved the hot tub and large yard for playing in. The owner was extremely easy to communicate with. We hope to be back!"
The price is AED 2,380
AED 4,073 total
includes taxes & fees
2 Jan - 3 January 2025
Hancock Village Inn at Jiminy Peak
Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1750)
"Nice and quiet family get a way"
The price is AED 689
AED 792 total
includes taxes & fees
7 Jan - 8 January 2025
Vacation Village in the 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.

Frequently asked questions

How much do inns in Pittsfield cost?
Rates for inns located in Pittsfield range between AED 309 and AED 562 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 neighborhoods.