Hotels in Pittsfield

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Nov 22 - Nov 23
Tomorrow
Nov 23 - Nov 24
Next weekend
Nov 28 - Nov 30
In two weeks
Dec 5 - Dec 7

Where to stay in Pittsfield?

Indoor pool
Days Inn by Wyndham Warren
Days Inn by Wyndham Warren
3.0 star property
6.8 out of 10, (1002)
The price is $69
$76 total
includes taxes & fees
Nov 25 - Nov 26
Days Inn by Wyndham Warren
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.
See more propertiesforward arrow

Check out reviews of Pittsfield hotels guests love

Chautauqua Harbor Hotel - Jamestown

Chautauqua Harbor Hotel - Jamestown

10/10 Excellent
"Nice and clean"
Cham Anikko 5-night trip
Posted 2 days ago
Chautauqua Harbor Hotel - Jamestown

Frequently asked questions

Can I book refundable hotels in Pittsfield?
If you need the flexibility to change your travel plans to Pittsfield, most hotels offer refundable* bookable rates. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Pittsfield be like during my visit?
July and August are typically the warmest months in Pittsfield when the average temp is 65°F. January and February are the coldest months when the average temperature is 28°F. June and July 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.

Keep exploring