Pet Friendly Hotels & Resorts in Pittsfield from AU$124

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Pittsfield Pet Friendly Hotels

Our top choices for Pittsfield pet-friendly hotels

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)

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, (1,005 reviews)
"Very friendly and good Breakfast."
United States
Jesse
The price is AU$156
includes taxes & fees
25 Jan - 26 Jan
Best Western Plus Berkshire Hills Inn & Suites
Restaurant

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, (1,001 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is AU$163
includes taxes & fees
23 Jan - 24 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (663 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is AU$212
includes taxes & fees
24 Jan - 25 Jan
Hilton Garden Inn Lenox Pittsfield
Balcony

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (354 reviews)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is AU$156
includes taxes & fees
8 Feb - 9 Feb
The Central Downtown Inn & Suites
Property entrance

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (819 reviews)
"Great staff, room was huge and comfortable. "
United States
Cameron
The price is AU$247
includes taxes & fees
25 Jan - 26 Jan
Hotel On North
Outdoor dining

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
2.0 star property
Pittsfield
7.8 out of 10, Good, (7 reviews)
"The space was well situated to our plans, food,lake and hiking and very clean but smelled sooo strongly of dogs that we limited our time inside."
United States
Liz V.
The price is AU$716
includes taxes & fees
23 Jan - 24 Jan
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Lobby lounge

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (16 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is AU$231
includes taxes & fees
28 Jan - 29 Jan
Element Lenox Berkshires
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (444 reviews)
"The large kitchen and sitting/living with gas fireplace, with adjacent separate bedroom was very clean and cozy. Thank you to Meg and Dan for providing a nice holiday stay!!!"
United States
Carin
The price is AU$171
includes taxes & fees
29 Jan - 30 Jan
Shaker Mill Inn
In-room safe, desk, free cots/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (567 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is AU$124
includes taxes & fees
22 Jan - 23 Jan
Travelodge by Wyndham Great Barrington Berkshires
Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,001 reviews)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is AU$168
includes taxes & fees
1 Feb - 2 Feb
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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.
View all properties

Top Pittsfield Hotel Reviews

Hotel On North

Hotel On North

10/10 Excellent
"It can be hard trying to choose a place to stay lately, especially since AI has blown up. I'm so happy I gave this place a chance. The staff was extremely friendly and helpful. Not once did I feel like they didn't want to be there. When we checked out at noon (which is an amazing checkout time), they held our luggage and bags for us. When we came back many hours later they offered to let us use the restroom before going to the train station. Most places in NYC don't want anything to do with you once you're checked out. The rooms were clean, and everything worked, including the wifi and heat/ac. I would definitely take my family back to stay here on another NYC trip. The room price was also very reasonable for the city. "
Sarah 1-night trip
Posted 3 days ago
Hotel On North
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Absolutely fabulous!"
Lisa 1-night trip
Posted 2 weeks ago
The Red Lion Inn

Frequently asked questions

What's the best dog-friendly accommodation option 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. Two other good options for you and your pet's trip include Best Western Plus Berkshire Hills Inn & Suites and Hotel On North.
How many hotels that welcome pets are there in Pittsfield?
Frolic with your furry friend at one of Expedia's 5 Pittsfield accommodation options that accept 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 temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Pittsfield are January, March, February and November, with each month seeing an average of 18 cm 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 theatres, 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 Guido's Marketplace.