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Check availability on Pittsfield Luxury Hotels

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Top Pittsfield Luxury Hotels

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (737)
"Best hotel in the Berkshire! "
The price is 3.850.665 ₫
4.301.193 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Hotel On North

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (796)
"Walking distance from the Colonial Theater, lots of dining options, good breakfast, comfortable bed, clean room, clean hotel."
The price is 2.855.255 ₫
3.189.319 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (287)
"Very nice place to stay. Recently upgraded. Great location and convenient parking."
The price is 3.379.155 ₫
3.774.438 ₫ total
includes taxes & fees
26 Jun - 27 Jun
The Central Downtown Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1003)
"Great place to stay "
The price is 2.649.624 ₫
2.959.631 ₫ total
includes taxes & fees
1 Jul - 2 Jul
Best Western Plus Berkshire Hills Inn & Suites

FairBridge Inn Express

2.5 star property
5.4 out of 10, (728)
"Friendly staff and quick checkin "
The price is 2.069.405 ₫
2.311.447 ₫ total
includes taxes & fees
26 Jun - 27 Jun
FairBridge Inn Express
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'd like 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 will I be able 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 temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Pittsfield are January, March, February and November, with each month seeing an average of 18 cm 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 Hancock Shaker Village.
How can I get around Pittsfield?
It's easier to get around town in style when you know your options. To see more of the surrounding area, hop aboard a train at Pittsfield Intermodal Transportation Center or Pittsfield Station.