Pet friendly Hotels in Pittsfield, Massachusetts

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Check availability on Pittsfield Pet friendly Hotels

Our top choices for Pittsfield pet-friendly hotels

In-room safe, individually decorated, individually furnished, desk

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,002 reviews)
"Room was clean. Breakfast was fresh and the area was pristine. All staff was pleasant. "
United States
Melinda
The price is P6,717
P7,503 total
includes taxes & fees
May 21 - May 22
Best Western Plus Berkshire Hills Inn & Suites
Breakfast, lunch and dinner served

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (677 reviews)
"Clean room, staff was friendly and efficient. Great breakfast"
United States
Donna
The price is P8,152
P9,106 total
includes taxes & fees
May 26 - May 27
Hilton Garden Inn Lenox Pittsfield
Property entrance

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (850 reviews)
"It was an absolute pleasure to stay! We enjoyed ourselves and felt very comfortable"
United States
philip
The price is P10,390
P11,606 total
includes taxes & fees
May 17 - May 18
Hotel On North
Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (364 reviews)
"Easy access to parking, nearby everything and room was very clean. Definitely will come back here to stay again! "
United States
Aisha
The price is P6,517
P7,279 total
includes taxes & fees
May 31 - Jun 1
The Central Downtown Inn & Suites
Exterior

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1,000 reviews)
"The room was comfortable, and clean. The staff was very courteous and helpful. Breakfast was adequate. Check in and check out went smoothly."
United States
Sharon
The price is P7,764
P8,672 total
includes taxes & fees
May 28 - May 29
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (453 reviews)
"Everything was excellent"
United States
Barbara
The price is P6,701
P7,351 total
includes taxes & fees
May 14 - May 15
Shaker Mill Inn
Courtyard

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (96 reviews)
"We enjoyed our stay. Staff was nice and the motel is set between several different towns to explore. We plan to stay again soon!"
United States
Shakeila
The price is P7,055
P7,739 total
includes taxes & fees
May 19 - May 20
The Springs Motel
Property grounds

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (602 reviews)
"Very clean and comfortable room and grounds, pleasant and helpful hosts, relaxing setting. Highly recommended."
United States
David J.
The price is P6,663
P7,443 total
includes taxes & fees
May 21 - May 22
Maple Terrace Motel
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (559 reviews)
"A nice safe and quiet place to stay. Park right in front of your door. My dog loved the large grass area. The room was large and the beds very comfortable. The heat was on when we arrived which was great . It was cold and snowy that day. I loved having the self check-in and check out. We plan on going back the next time we are in the area. "
United States
SUSAN
The price is P5,841
P6,524 total
includes taxes & fees
Jun 11 - Jun 12
The Little Lion
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 Pittsfield Hotel Reviews

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

6/10 Okay
"Beds were comfy and definitely a big space at a good price for a few people. Was concerned with cleanliness though as there were stains underneath the comforters. Curtains also need to be longer/ blacked out to totally block out the bright lights that glow all night right outside the window. In addition, the windows in the bedroom couldn’t open properly, only the top. And they couldn’t lock, so kind of a safety concern. Heat didn’t work the first night but worked the second day/ night. Toilet had a weak flush the first day but then was fine the second day. Door was tricky to unlock. Lastly, the TV in the living room was completely useless, and the one in the bedroom not much better. "
Nicole 2-night trip
Posted 12 hours ago
The Central Downtown Inn & Suites

Frequently asked questions

What's the best pet-friendly accommodation in Pittsfield?
Hotel On North is a top hotel for people traveling with their pets, and offers a bar/lounge and concierge services for its human guests. Other good options for you and your pet's trip include Holiday Inn & Suites Pittsfield-Berkshires by IHG and Best Western Plus Berkshire Hills Inn & Suites.
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.

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