Massachusetts may have travel restrictions in place, including self-quarantine, due to COVID-19.

Find out moreOpens in new tab or window

Find Pet-Friendly Hotels in Pittsfield, MA from $59

Search over 1 million properties and 550 airlines worldwide

Members save 10% more on select hotels, cars, activities and vacation rentals. Sign up.

Free cancellation on most hotels. Because flexibility matters.

Filter by

Popular filters
Star rating
Your budget
Guest rating
Payment type
Property type
Neighborhood
Popular locations
Meal plans available
Amenities
1
Accessibility
Trip type
Hotel On North

Hotel On North

3.5 out of 5
297 North Street, Pittsfield, MA
Free CancellationReserve now, pay when you stay
The price is $130 per night from Feb 1 to Feb 2
4.7/5Exceptional! (266 reviews)

"Loved the unique decor of each room and nice touches not found elsewhere"…"

Reviewed on Feb 17, 2020

Hotel On North
Yankee Suites Extended Stay

Yankee Suites Extended Stay

4 out of 5
20 W Housatonic St., Pittsfield, MA
Get Rates
4.4/5Excellent! (151 reviews)
Pittsfield extended stay.

"Could be A1 rating but facility needs to consider comfort. Mattresses are lumpy, couch is shot, no one checking light bulbs. Due to Covid never saw any staff. No cleaning done during stay, people not wearing masks in Hallways. One long term resident takes his dog out early and spends the next ten ..."…"

Reviewed on Oct 14, 2020

Yankee Suites Extended Stay
Holiday Inn & Suites Pittsfield-Berkshires

Holiday Inn & Suites Pittsfield-Berkshires

3.5 out of 5
One West Street, Pittsfield, MA
Free Cancellation
The price is $98 per night from Jan 26 to Jan 27
4/5Very Good! (154 reviews)

"I would recommend this hotel. It’s in a great location in downtown Pittsfield. The staff was friendly and responsive. All staff was masked (Covid) and there were plexiglass between them and customers at the check in desk. The room was nice and clean with a beautiful view of the mountains."…"

Reviewed on Oct 23, 2020

Holiday Inn & Suites Pittsfield-Berkshires
You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Sign up, it's freeSign in
Heart of the Berkshires Motel

Heart of the Berkshires Motel

2 out of 5
970 W Housatonic St, Pittsfield, MA
Free CancellationReserve now, pay when you stay
The price is $60 per night from Feb 1 to Feb 2
3.1/5 (102 reviews)

"Never used the property. Expedia booked and confirmed a daily rate when in fact the property was only booking weekly rates. There was a failure of communication between the property and Expedia that left me without a reservation"…"

Reviewed on Jan 9, 2021

Heart of the Berkshires Motel
Econo Lodge

Econo Lodge

2.5 out of 5
16 Cheshire Road, Pittsfield, MA
The price is $59 per night from Jan 24 to Jan 25
2.8/5 (322 reviews)
Wonderful staff

"Great stay overall"…"

Reviewed on Feb 21, 2020

Econo Lodge
Don't see what you're looking for?
We've got more Pet-friendly Hotels. Find the right one for you.
View all properties
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.

Pittsfield Pet-Friendly Hotels Information

Searching for a pet-friendly getaway in Pittsfield? Frolic with your furry friend at one of the 5 hotels or accommodations that allow pets. Review these popular Pittsfield hotels and accommodations that are well-liked by guests with pets:

  • Hotel On North is not only pet-friendly, but also offers accommodations with a restaurant and free WiFi. Our customers enjoy this 3.5-star hotel's bar and clean guestrooms.
  • Pets are welcome at Holiday Inn & Suites Pittsfield-Berkshires. This hotel offers a restaurant and an indoor pool. Our customers enjoy this 3.5-star hotel's overall value and comfortable rooms.

Planning Your Trip to Pittsfield

Want to know the best time of year to visit? Arrange some outings with this info about average temperatures and rainfall.

  • Between January and March, daytime temperatures average 48°F, while nighttime temperatures stay around 11°F
  • April-June: the average is 77°F during the day and 28°F at night
  • July through September sees average temperatures of 79°F during the day and 42°F at night
  • In October-December, you can expect 63°F as the daytime average and 14°F as the nighttime average
  • Average annual rainfall for Pittsfield is 45.38 inches

Exploring Pittsfield with Your Pet

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 Berkshire Athenaeum. While you're there, make sure you don't miss Colonial Theater and Canoe Meadows Wildlife Sanctuary. If you need some supplies for your animal companion, stop at Chez Pet.

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 restaurant and a fitness center for its human guests. Other good options for you and your pet’s trip include Holiday Inn & Suites Pittsfield-Berkshires and Yankee Suites Extended Stay.
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 64°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Pittsfield are December, February, January, and March, with each month seeing an average of 9 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 Bousquet Ski Area. While you’re there, make sure you don’t miss Pittsfield State Forest and Hancock Shaker Village. If you need some supplies for your animal companion, stop at Pet Supplies Plus Pittsfield or Petco.

Recent reviews of Pittsfield hotels

    Berkshire Mountain Lodge
    Expedia Verified Review…
    5 / 5 Excellent
    We were able to switch rooms due to a noise problem.…
    A verified traveler stayed at Berkshire Mountain Lodge
    Posted 6 days ago
    Berkshire Mountain Lodge
    Yankee Inn
    Expedia Verified Review…
    5 / 5 Excellent
    Very friendly staff. The room was very spacious and clean!…
    A verified traveler stayed at Yankee Inn
    Posted 12 days ago
    Yankee Inn
    Holiday Inn Express Hotel & Suites Great Barrington
    Expedia Verified Review…
    5 / 5 Excellent
    The beds were pretty comfortable and the rooms were very neat...…
    A verified traveler stayed at Holiday Inn Express Hotel & Suites Great Barrington
    Posted 13 days ago
    Holiday Inn Express Hotel & Suites Great Barrington
    Heart of the Berkshires Motel
    Expedia Verified Review…
    3 / 5 Okay
    Never used the property. Expedia booked and confirmed a daily rate when in fact the property was only booking weekly rates. There was a failure of communication between the property and Expedia that left me without a reservation…
    A verified traveler from Pittsfield Ma. stayed at Heart of the Berkshires Motel
    Posted 2 weeks ago
    Heart of the Berkshires Motel
    Holiday Inn Club Vacations Oak n' Spruce Resort
    Expedia Verified Review…
    5 / 5 Excellent
    Great way to handle pandemic stays. The hotel has time slots for the arcade and the pool, so you will never be in a crowded room. The staff disinfects as you pass, they take it seriously and that’s reassuring. The location is amazing, close to everything in the Berkshires. Otis Ski Ridge and Butternut Ski are within 20min; the Premium Outlets and downtown areas of Lee and Stockbridge are within 10min. The 2-room village was great and very comfortable. We’re looking forward to return. …
    A verified traveler stayed at Holiday Inn Club Vacations Oak n' Spruce Resort
    Posted 3 weeks ago
    Holiday Inn Club Vacations Oak n' Spruce Resort
    Courtyard by Marriott Lenox Berkshires
    Expedia Verified Review…
    5 / 5 Excellent
    I cannot say enough how pleasant the staff were! Everyone we encountered, from desk staff to maintenance staff were genuinely friendly and helpful! We’ll definitely return here when in the area!…
    A verified traveler stayed at Courtyard by Marriott Lenox Berkshires
    Posted 3 weeks ago
    Courtyard by Marriott Lenox Berkshires
    The Black Swan Lee - Lenox, Ascend Hotel Collection
    Expedia Verified Review…
    5 / 5 Excellent
    Great stay. Dogs stayed in the room down the hall and were barking at all hours of the night only downfall of the stay. …
    A verified traveler stayed at The Black Swan Lee - Lenox, Ascend Hotel Collection
    Posted 3 weeks ago
    The Black Swan Lee - Lenox, Ascend Hotel Collection
    Dancing Horse Lodge
    Great place to stay!…
    5 / 5 Excellent
    Perfect little get away. It’s nice and remote. Peaceful cabin on a horse farm.…
    A verified traveler stayed at Dancing Horse Lodge
    Posted 2 months ago
    Dancing Horse Lodge
    Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
    Expedia Verified Review…
    5 / 5 Excellent
    Nice area... should have offered bottled water for the rooms …
    A verified traveler stayed at Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
    Posted 3 months ago
    Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

More trip options