Pittsfield hotels

Some spots in Pittsfield provide views ideal for photography, particularly areas near Mount Greylock State Reservation. Vacation Village in the Berkshires is located a 20-minute drive away and commands a stunning view of the Jiminy Peak ski area from the well-furnished patios and balconies. We recommend booking in advance to secure a good rate.

Downtown Pittsfield is known for its diverse dining spots, offering both locally-inspired dishes and international flavors. If you wish to be only a few steps away from a selection of delicacies, consider booking a room along North St. The upscale Holiday Inn & Suites Pittsfield-Berkshires sits in the heart of this area.

If you want easy access to public transport during your stay in Pittsfield, consider staying along Columbus Ave, as this is where many of the local buses have their departure and arrival terminals, such as Greyhound. Best Western PLUS Berkshire Hills Inn & Suites also sits conveniently on this route.

Those visiting Pittsfield with family may want to book their rooms near Pittsfield State Forest, as it has an extensive trail for outdoor activities such as biking, hiking, and horse riding. The family-friendly Lanesboro Country Inn is an 11-minute drive away.

After you launch a hotel search on KAYAK, you can refine your research by neighbourhood, which allows you to pick the central Pittsfield districts. You can also do a search using the city map to choose a specific location, like Pittsfield city centre

Take a look at our extensive hotel map to find the best hotels near you.

There are many hotels in Pittsfield that offer both parking and free parking. Popular choices among KAYAK users include The Yankee Inn, Howard Johnson by Wyndham Lenox and Hampton Inn & Suites Berkshires-Lenox.