Hotels in Pittsfield

Monroe Street Suites and Green Acres Hotel are a couple of properties that our guests really like.

Monroe Street Suites offers the perk of free parking.

If you want the flexibility to change your travel plans to Pittsfield, most hotels offer refundable* rates you can book. You can find these properties by searching our site and using the “free cancellation” filter to narrow the results down.

Your furry friend can stay with you at this pet-friendly hotel: William Watson Hotel.

Our guests rave about the location of Monroe Street Suites.

A few inexpensive options worth considering are Green Acres Hotel, Rodeway Inn and Monroe Street Suites.

Parents traveling with children may want to consider Rodeway Inn, Monroe Street Suites and Green Acres Hotel.

July and August are typically the warmest months in Pittsfield when the average temp is 72°F. January and December are the coldest months when the average temperature is 32°F. May and June are the months with the most rain.

There are lots of reasons to book your Pittsfield trip with us: our free cancellations on most hotels* give you flexibility, our Price Guarantee ensures you always get the lowest price, and you can earn reward nights with our Rewards Program saving your money.