Hotels in Pittsfield

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Dec 2 - Dec 3
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Dec 5 - Dec 7
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Dec 12 - Dec 14

Where to stay in Pittsfield?

Game room
Pine Tree Trail Lodge
Pine Tree Trail Lodge
3.0 star property
The price is $267
$435 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Pine Tree Trail Lodge
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.
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Top landmarks in Pittsfield

JW Parks Golf Course

You might want to practice your swing at JW Parks Golf Course, a golf course located 0.8 mi (1.4 km) from central Pittsfield.
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Learn more about Pittsfield

The region around Pittsfield is home to attractions such as JW Parks Golf Course and Sebasticook Lake.

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Farm

Check out reviews of Pittsfield hotels guests love

Lockwood Hotel

Lockwood Hotel

10/10 Excellent
"The room was very clean and inviting, with water provided and a complimentary "turn-down", closing the curtains and turning down the bed; Great staff, great place - will return!"
Cyndi 1-night trip
Posted 2 days ago
Lockwood Hotel

Frequently asked questions

What hotels do travelers recommend in Pittsfield?
Guests like Canaan Motel.
Can I book refundable accommodations in Pittsfield?
If you're looking for the flexibility to change your plans to Pittsfield, most hotels offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
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 64°F. January and February are the coldest months when the average temperature is 24°F. December and October are the months with the most rain.
Why should I book my Pittsfield accommodation 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.

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