Search Inns in Pittsfield

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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

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

Gregory House Country Inn
Bar (on property)

Gregory House Country Inn

3.0 star property
8.6 out of 10, Excellent, (10)
"What a great group of folks running this place . . . feels like home. And having a restaurant/bar on site is a huge, huge plus."
The price is AED 364
AED 404 total
includes taxes & fees
23 May - 24 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, (149)
"Such a friendly staff and very clean!"
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)
"Great"
The price is AED 437
AED 488 total
includes taxes & fees
11 May - 12 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, (282)
"Beautiful Inn and staff very friendly. Will definitely be back. "
The price is AED 493
AED 550 total
includes taxes & fees
21 May - 22 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

Hancock Village Inn at Jiminy Peak
Miscellaneous

Hancock Village Inn at Jiminy Peak

9.8 out of 10, Exceptional, (10)
"Very kinda hosts, and wonderful house."
The price is AED 2,016
AED 3,810 total
includes taxes & fees
12 May - 13 May
Hancock Village Inn at Jiminy Peak
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Outdoor dining

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

9.8 out of 10, Exceptional, (141)
"Plenty of space to stay with friends but have your own space. Lots of outdoors activities in the area which was perfect. Clean, comfortable and pool table and hot tub were a plus! "
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Lake Front Home in Heart of the Berkshires Near Jiminy Peak
Exterior

Lake Front Home in Heart of the Berkshires Near Jiminy Peak

10.0 out of 10, Exceptional, (56)
"Perfect lake front home to get away for a quick weekend trip with the family over the holidays!! Location, location location, close proximity to downtown Pittsfield, 15 from Jiminy peak & Bousquet Mt. Andrey was extremely helpful throughout the process with suggestions for food and activities for the kids. The house was a perfect fit for our family and friends. Everyone enjoyed their time there and would definitely book again"
Lake Front Home in Heart of the Berkshires Near Jiminy Peak
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 364 and AED 493 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.