Find pet-friendly hotels in Pittsfield, MA from $211

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Pittsfield Pet-friendly Hotels

Check prices for these dates

Top Pittsfield Pet-friendly Hotels

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (743)
"Great boutique hotel"
$189 nightly
The price is $211
Jul 21 - Jul 22
Total includes taxes and fees
Hotel On North

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (637)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
$215 nightly
The price is $240
Jul 27 - Jul 28
Total includes taxes and fees
Hilton Garden Inn Lenox Pittsfield

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

9.8 out of 10, Exceptional, (144)
"Plenty of space to stay with friends but have your own space. Lots of outdoors activities in the area which was perfect. Clean, comfortable and pool table and hot tub were a plus! "
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

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

2.0 star property
9.0 out of 10, Wonderful, (4)
"Very clean and spacious! We enjoyed our stay with our small pup!"
$593 nightly
The price is $662
Aug 4 - Aug 5
Total includes taxes and fees
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

Woodland 5-BR Retreat 5-Min to Jiminy Peak

10.0 out of 10, Exceptional, (7)
"The house was beautiful, very clean and well kept."
Woodland 5-BR Retreat 5-Min to Jiminy Peak

Dancing Horse Lodge

9.4 out of 10, Exceptional, (44)
"We had a great stay with our family. Clean and close to where my daughter lives."
Dancing Horse Lodge

Chic Pittsfield Home With A View!

8.2 out of 10, Very Good, (11)
"Great view from the property, lovely house and yard. Coiuldn't have been a better stay. "
Chic Pittsfield Home With A View!

Charming 2-Bedroom Cottage with WiFi, AC in Quiet North Berkshire Location

10.0 out of 10, Exceptional, (4)
"A lovely cabin centrally located in the Berkshires! Had everything we needed for our stay, including air conditioning during a heat wave! "
Charming 2-Bedroom Cottage with WiFi, AC in Quiet North Berkshire Location

Elegant Pittsfield Home Near Downtown & Skiing!

3.0 star property
Elegant Pittsfield Home Near Downtown & Skiing!

Spacious Historic Home in the Berkshires!

3.0 star property
Spacious Historic Home in the 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.

Find out more about Pittsfield

Find out more about Pittsfield

Discover top Pittsfield attractions with your pet

Pittsfield, Massachusetts, offers a delightful blend of pet-friendly activities that make it a wonderful choice for travelers with furry companions. Start your day at the serene Campbell Falls State Park, where you can explore scenic trails that weave through lush forests and lead to picturesque waterfalls—perfect for a leisurely hike with your pup. Afterward, visit the charming downtown area, where you can enjoy a stroll along the vibrant streets, stop by local shops, and find cafes with outdoor seating that welcome pets. For a fun afternoon, head to the Berkshire Museum, which often hosts pet-friendly events and has beautiful gardens where your dog can roam while you take in the art and history. You can also explore the nearby Pittsfield State Forest, where expansive trails are ideal for both vigorous hikes and relaxed walks, giving your pet plenty of opportunities to stretch their legs. When it comes to accommodations, consider staying in the Pittsfield area, where several hotels provide pet-friendly amenities, such as spacious rooms with easy access to outdoor areas. Enjoy a cozy evening at a local hotel that not only welcomes pets but also offers thoughtful extras like pet beds and treats, ensuring a comfortable stay for both you and your furry friend.

Find the best pet-friendly hotels in Pittsfield

For those traveling to Pittsfield with their furry friends, these hotels offer welcoming amenities and comfortable stays for both guests and pets alike.

Hotel On North

  • Why it's great for a pet-friendly vacation: Hotel On North is an ideal choice for travelers with pets, a high guest review rating of 9.4. The hotel is pet-friendly and permits pets in rooms, ensuring that furry companions are well-accommodated. Guests can also enjoy thoughtful amenities such as food and water bowls to make their pets feel right at home.
  • Other amenities: In addition to pet-friendly features, the hotel offers daily housekeeping, complimentary toiletries, and room service for added convenience. Guests can unwind in rooms equipped with premium bedding, a fireplace, and a sofa bed. For those looking to maintain their fitness routine, the hotel includes fitness facilities and provides self-parking free of charge.
  • Nearby attractions: Colonial Theater - 0.45 miles, Berkshire Athenaeum - 0.44 miles, Barrington Stage Company - 0.36 miles

Hilton Garden Inn Lenox Pittsfield

  • Why it's great for a pet-friendly vacation: With a solid guest review rating of 9.0, the Hilton Garden Inn Lenox Pittsfield offers a pet-friendly environment that welcomes both dogs and cats. The hotel allows pets in rooms, ensuring that guests can enjoy a worry-free stay with their furry companions by their side.
  • Other amenities: Beyond pet accommodations, guests can enjoy an indoor pool and a fitness center, both accessible for convenience. The hotel features connecting rooms, a kitchen in select rooms, and self-parking options. Additional offerings include free cribs, daily housekeeping, and a snack bar, making it an excellent choice for a comfortable stay.
  • Nearby attractions: Pleasant Valley Wilderness Sanctuary - 1.51 miles, Herman Melville's Arrowhead - 1.94 miles, Bousquet Ski Area - 1.38 miles

The Central Downtown Inn & Suites

  • Why it's great for a pet-friendly vacation: The Central Downtown Inn & Suites is a luxurious pet-friendly option in Pittsfield, a high guest review rating of 8.8. This hotel welcomes pets in rooms, ensuring a comfortable experience for guests traveling with their beloved companions.
  • Other amenities: Guests can enjoy spacious rooms featuring kitchens with ovens and microwaves for convenient meal preparation. The hotel also offers a terrace, air conditioning, and rollaway beds for extra comfort. With daily housekeeping and free self-parking, guests can relax and enjoy their stay without any hassle.
  • Nearby attractions: Colonial Theater - 0.43 miles, Berkshire Athenaeum - 0.39 miles, Berkshire Museum - 0.21 miles

Best Western Plus Berkshire Hills Inn & Suites

  • Why it's great for a pet-friendly vacation: Best Western Plus Berkshire Hills Inn & Suites is a welcoming destination for pet owners, with an excellent guest review rating of 8.4. The hotel allows pets, providing a dog exercise area and necessary amenities to ensure that furry guests feel comfortable and secure during their stay.
  • Other amenities: In addition to pet-friendly services, the hotel offers free buffet breakfast and daily housekeeping. Guests can take advantage of free RV and bus parking, as well as access to nearby skiing and snowboarding activities. The hotel also includes a microwave and fitness facilities, catering to the diverse needs of travelers.
  • Nearby attractions: Bousquet Ski Area - 2.55 miles, Hancock Shaker Village - 1.68 miles

Holiday Inn & Suites Pittsfield-Berkshires by IHG

  • Why it's great for a pet-friendly vacation: With a guest review rating of 7.8, the Holiday Inn & Suites is a great pet-friendly option for guests looking for comfort while traveling with their dogs. The hotel welcomes pets in designated rooms and offers various amenities to ensure a pleasant stay for both travelers and their pets.
  • Other amenities: Alongside pet accommodations, guests can enjoy an indoor pool, free cribs, and a terrace with mountain views. The hotel features a health club, nearby hiking and biking opportunities, and convenient onsite shopping. For winter enthusiasts, there are options for skiing and snowboarding nearby, making it an excellent choice for outdoor adventures.
  • Nearby attractions: Colonial Theater - 0.22 miles, Berkshire Athenaeum - 0.23 miles, Berkshire Museum - 0.45 miles

Frequently asked questions

What's the best pet-friendly accommodation in Pittsfield?
Best Western Plus Berkshire Hills Inn & Suites is a top dog-friendly hotel, and offers a fitness center along with free WiFi for its human guests. Other good options for you and your pet's trip include Holiday Inn & Suites Pittsfield-Berkshires by IHG 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 Herman Melville's Arrowhead.