Hotels in Pittsfield

your current months are January, 2025 and February, 2025.
January 2025
February 2025

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Where to stay in Pittsfield?

Monroe Street Suites
Lobby sitting area

Monroe Street Suites

2.5 star property
9.6 out of 10, Exceptional, (52)
The price is CA $108
CA $118 total
includes taxes & fees
Jan 5 - Jan 6
Monroe Street Suites
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

Old Orchard Country Club

You might want to practice your swing at Old Orchard Country Club, a golf course located 1.9 mi (3.1 km) from central Pittsfield.

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Old Orchard Country Club

Learn more about Pittsfield

Pittsfield is applauded for its cultural attractions such as John Greene Shastid House and Pike County Historic Museum.

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Frequently asked questions

Can I book a refundable hotel in Pittsfield?
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 “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 this pet-friendly hotel: Rodeway Inn.
Which Pittsfield hotels do travelers like for their central location?
Our guests rave about the location of Monroe Street Suites.
Where can I stay if I'm visiting Pittsfield with my children?
Parents traveling with children may want to consider William Watson Hotel, Green Acres Hotel and Monroe Street Suites.
What will the weather in Pittsfield be like during my trip?
July and August are typically the warmest months in Pittsfield when the average temp is 73°F. January and February are the coldest months when the average temperature is 34°F. May and April are the months with the most rain.
Why should I book my Pittsfield hotel through 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.