Pet-friendly Hotels in Pittsfield, MA

Located in Pittsfield, this pet-friendly cottage is just a 10-minute walk from the Colonial Theater, Berkshire Athenaeum, and Berkshire Museum, offering convenient access to cultural attractions.
This dog-friendly cottage features a full kitchen, a fireplace, air conditioning, and a balcony, with free WiFi and self-parking available, making it ideal for travelers with pets seeking comfort and convenience.

Located in the Berkshires, this newly remodeled Colonial home is situated in a quiet residential neighborhood, offering seclusion while being a 10-15 minute drive from downtown Lenox and Pittsfield, and 7-10 minutes from Bousquet Mountain and Tanglewood.
This spacious, pet-friendly apartment boasts 3900 square feet with 4 bedrooms and 2 bathrooms, accommodating up to 12 guests with a private 2-acre wooded backyard, perfect for families and their dogs.

Nestled in a secluded 3-acre rural area of the Berkshires, this pet-friendly apartment is less than 5 miles from Onota and Pontoosuc lakes and 15 miles from Jiminy Peak and Bousquet ski resorts.
This 2-bedroom, 2-bathroom apartment accommodates up to 7 guests and boasts a private in-ground saltwater pool, two wood-burning fireplaces, and a well-equipped kitchen, perfect for a dog-friendly getaway.

Located in Pittsfield, this apartment is housed in a renovated 1896 Arts & Crafts-inspired Colonial, formerly service quarters, offering quietude just off Hwy 7 and excellent proximity to Berkshires landmarks like Kripalu and Tanglewood, both 15 miles away.
This pet-friendly apartment features a private entrance, a screened-in seasonal porch, shared backyard access, and a second half-bath for guest use, accommodating up to 6 guests with 2 bedrooms and a kitchenette.