Find Luxury Hotels in Pittsfield, MA

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Pick from 6 Pittsfield Luxury Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Hotel On North
Front of property - evening/night
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (588)
"Very unique venue rooms were awesome staff was incredibly personable will certainly stay there again"
The price is AED 599
AED 669 total
includes taxes & fees
9 Jun - 10 Jun
Hotel On North
The Central Downtown Inn & Suites
Exterior
The Central Downtown Inn & Suites
4.0 star property
8.8 out of 10, Excellent, (233)
"Skip"
The Central Downtown Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
Exterior
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.4 out of 10, Very Good, (950)
"Excellent service "
The price is AED 453
AED 506 total
includes taxes & fees
5 Jun - 6 Jun
Best Western Plus Berkshire Hills Inn & Suites
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Exterior
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3.0 star property
7.8 out of 10, Good, (582)
"loved how close to downtown the property is, we walked whwre we could. parking garage is closed for renovations but the staff was great and provided free valet and parked our car close or in front of the doors most days to help with us having a small child and my husband using a cane. loved the bar and pool as well. the hallways smelled strongly of weed but thankfully the smell stayed in the halls "
The price is AED 481
AED 537 total
includes taxes & fees
10 Jun - 11 Jun
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
FairBridge Inn Express
Room
FairBridge Inn Express
2.5 star property
5.2 out of 10, (557)
"Run down "
The price is AED 290
AED 324 total
includes taxes & fees
4 Jun - 5 Jun
FairBridge Inn Express
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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

Are you looking for a luxury hotel for your stay in Pittsfield?
Use Expedia to arrange your flight to Pittsfield, MA (PSF-Pittsfield Municipal) airport or Hudson, NY (HCC-Columbia County) airport, and then select from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to find what you need to make your stay special. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Pittsfield has to offer. While you’re visiting, you might want to think about enjoying the entertainment and sporting events, which Pittsfield is known for.
How many luxury hotels should I expect to find in Pittsfield?
Lie in the lap of luxury during your getaway to Pittsfield in one of Expedia’s 8 luxury hotels.
When can I expect good weather in Pittsfield?
Planning for the weather is an important factor for making your trip to Pittsfield a success, especially when you’re splurging. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Pittsfield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's there to see and do in Pittsfield?
Enjoy all that Pittsfield has to offer when you visit Berkshire Museum, Colonial Theater, and Barrington Stage Company. If you have spare time during your trip, you might want to make a stop at Bousquet Ski Area and Pittsfield State Forest.
How can I get around Pittsfield?
It’s easier to get around town in style when you know your options. To venture out into the surrounding area, hop aboard a train at Pittsfield Intermodal Transportation Center or Pittsfield Station.

Recent reviews of Pittsfield hotels
Expedia verified reviews

Quality Inn

Quality Inn

5/5 Excellent
Birthday Trip
"Our stay was excellent. I greatly appreciated the refrigerator and microwave in the room. The proximity to everything in Lee was marvelous."
A verified traveler stayed at Quality Inn
Posted 20 hours ago
Quality Inn