Find Pet-friendly Hotels in Pittsfield, MA

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Pick from 24 Pittsfield Pet-friendly Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Hotel On North
Front of property - evening/night
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (645)
"Fun decor and comfy beds. Lovely bathroom. Highly recommend."
The price is NT$4,626
NT$5,168 total
includes taxes & fees
Nov 6 - Nov 7
Hotel On North
Hilton Garden Inn Lenox Pittsfield
Terrace/patio
Hilton Garden Inn Lenox Pittsfield
3.0 star property
9.2 out of 10, Wonderful, (615)
"Nice"
The price is NT$4,559
NT$5,092 total
includes taxes & fees
Dec 1 - Dec 2
Hilton Garden Inn Lenox Pittsfield
Spacious Historic Home in the Berkshires!
TV, fireplace, books
Spacious Historic Home in the Berkshires!
3.0 star property
Spacious Historic Home in the Berkshires!
51 Seymour St
35-inch LCD TV with digital channels, Netflix, Hulu
51 Seymour St
3.5 star property
51 Seymour St
Elegant Pittsfield Home Near Downtown & Skiing!
Property grounds
Elegant Pittsfield Home Near Downtown & Skiing!
3.0 star property
Elegant Pittsfield Home Near Downtown & Skiing!
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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Frequently asked questions

What's the best pet-friendly accommodation in Pittsfield?
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel is a top dog-friendly hotel, and offers a restaurant along with free WiFi for its human guests. Other good options for you and your pet’s trip include Best Western Plus Berkshire Hills Inn & Suites and Hilton Garden Inn Lenox Pittsfield.
How many hotels that welcome pets will I be able to find in Pittsfield?
Frolic with your furry friend at one of Expedia’s 5 Pittsfield hotels that allow pets.
What's the best time of year to travel to Pittsfield with my pet?
When you travel with your pet, keeping track of the weather can make the trip safe and fun for everyone. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Pittsfield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to see and do with your pet in Pittsfield?
Known for its baseball and entertainment, Pittsfield has lots to offer visitors including its theaters, opera, and museums. See the local sights and visit Berkshire Museum and Colonial Theater. While you’re there, make sure you don’t miss Bousquet Ski Area and Hancock Shaker Village.