Hotels in Pittsfield

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Where to stay in Pittsfield?

Hotel On North
Front of property - evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (680)
The price is CA $159
CA $177 total
includes taxes & fees
Feb 9 - Feb 10
Hotel On North
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.

Top landmarks in Pittsfield

Bousquet Ski Area

Bousquet Ski Area

Why not give yourself a treat with a trip to Bousquet Ski Area, one of the family attractions located 2.6 mi (4.3 km) from central Pittsfield. If you master the slopes, Jiminy Peak Mountain Resort is just a short drive away.

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Bousquet Ski Area

Learn more about Pittsfield

Pittsfield is applauded for its entertainment and theater with such cultural attractions as Berkshire Museum and Colonial Theater. Sights include Bousquet Ski Area and Hancock Shaker Village and visitors speak highly of the city's sports.

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Frequently asked questions

Can I book a refundable hotel in Pittsfield?
If you need the flexibility to change your travel plans to Pittsfield, most properties provide refundable* rates you can book. You can see these accommodations by searching our site and using the “fully refundable” filter to narrow the results down.
Where can I stay with my pet in Pittsfield?
Your furry friend can stay with you at these pet-friendly hotels: Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, Best Western Plus Berkshire Hills Inn & Suites and Hilton Garden Inn Lenox Pittsfield. There are 5 options to choose from on our site.
Which Pittsfield hotels do guests like for their great location?
Travelers like these properties for their good location: Best Western Plus Berkshire Hills Inn & Suites and Hilton Garden Inn Lenox Pittsfield.
Where can I stay in Pittsfield if I want a vacation rental instead of a hotel?
If you want to find a good alternative to a hotel, browse our selection of 36 vacation homes. You can also consider one of the 7 apartments or 6 cottages.
Where can I stay if I'm traveling to Pittsfield with my family?
Parents traveling with children may want to consider Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, Best Western Plus Berkshire Hills Inn & Suites and Holiday Inn Express Pittsfield Berkshires, an IHG Hotel.
Where should I stay in Pittsfield for a vacation with my partner?
Hotel On North is a good option for a romantic getaway with your special someone.
Where should I stay in Pittsfield if I want a luxury accommodation?
An option for a luxury stay is Yankee Suites Extended Stay.
What will the weather in Pittsfield be like during my vacation?
July and August are typically the warmest months in Pittsfield when the average temp is 66°F. January and February are the coldest months when the average temperature is 27°F. October and August are the months with the most rain.
Why should I book my Pittsfield hotel with Hotels.com?
There are lots of reasons to book your Pittsfield trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.