Find Pet-friendly Hotels in Pittsfield, MA

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check availability on Pittsfield Pet-friendly Hotels

Next weekend
In two weeks

Top Pittsfield Pet-friendly Hotels

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (1020)
"Good breakfast; pleasant staff on duty 24/7; convenient location."
United States
Dan and Alice
The price is AED 373
AED 417 total
includes taxes & fees
2 Nov - 3 Nov
Best Western Plus Berkshire Hills Inn & Suites
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very Good, (919)
"Enjoyable stay. Staff were very nice. "
United States
Claire
The price is AED 378
AED 423 total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (786)
"Nice hotel. Very friendly and professional staff. "
United States
Magen
The price is AED 358
AED 400 total
includes taxes & fees
3 Nov - 4 Nov
Hotel On North
The Central Downtown Inn & Suites
4.0 star property
8.8 out of 10, Excellent, (332)
"The rooms were large and well appointed! You could easily stay for a while and cook in the room. Nice balcony, nice living room area and very comfy bed and pillows. We enjoyed our stay very much"
United States
Candee
The price is AED 356
AED 398 total
includes taxes & fees
2 Nov - 3 Nov
The Central Downtown Inn & Suites
Hilton Garden Inn Lenox Pittsfield
3.0 star property
9.2 out of 10, Wonderful, (653)
"Nice quiet hotel, easy in and out, friendly staff"
United States
Richard
The price is AED 470
AED 525 total
includes taxes & fees
2 Nov - 3 Nov
Hilton Garden Inn Lenox Pittsfield
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
2.0 star property
7.8 out of 10, Good, (6)
"Very clean and spacious! We enjoyed our stay with our small pup!"
United States
Ann C.
The price is AED 988
AED 1,826 total
includes taxes & fees
27 Oct - 28 Oct
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Element Lenox Berkshires
3.0 star property
9.4 out of 10, Exceptional, (6)
"New hotel very nice"
United States
joel
The price is AED 496
AED 554 total
includes taxes & fees
2 Nov - 3 Nov
Element Lenox Berkshires
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (430)
"Very casual and easy check in and out; lovely and substantial breakfast"
United States
Jamie
The price is AED 393
AED 431 total
includes taxes & fees
4 Nov - 5 Nov
Shaker Mill Inn
The Springs Motel
2.0 star property
9.2 out of 10, Wonderful, (83)
"The Springs Motel was a delight! Something away from the boring, staple type of hotel. The staff was so friendly and welcoming. The coffee and breakfast is a great touch! Can't wait to go back"
United States
Tricia
The price is AED 373
AED 409 total
includes taxes & fees
2 Nov - 3 Nov
The Springs Motel
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (556)
"Excellent location, friendly service, clean, comfortable room."
United States
Beth
The price is AED 275
AED 308 total
includes taxes & fees
27 Oct - 28 Oct
Travelodge by Wyndham Great Barrington Berkshires
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 Pittsfield Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

What's the best pet-friendly accommodation in Pittsfield?
Holiday Inn & Suites Pittsfield-Berkshires by IHG 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 Barrington Stage Company and Bousquet Ski Area.