Pittsfield Vacation Packages

Save money and stress less by letting the travel gurus at Orbitz package your flights and hotels. Your dream Pittsfield adventure is waiting! A perfect way to save money is to combine your bookings. Save as much as by picking out your preferred airfares, hotels, rental cars and experiences with us. Together with that, our ever-expanding database lists no less than 500,000 hotels globally and 500 partner airlines. Don't stress if you have trouble selecting — we'll make it simple! There truly is something for everyone. Our packages offer infinite options to customize your escape as well as an experience you'll always remember.

Where is Pittsfield?

Before you take off on your epic adventure to Pittsfield, it's probably a good idea to find out where it is first. (It could also save you some embarrassment when your friends ask exactly where you're going!) You'll discover it approximately 110 miles west of Boston, the state capital of Massachusetts, and about 14 miles southwest of Adams. This area of The Berkshires is home to nearly 45,000 people.

Car Rentals in Pittsfield

How about discovering the region your own way? Be the architect of your own epic adventure by checking out car rentals in Pittsfield with the help of Orbitz. Enterprise can be found in the center of town at 526 East St. If your accommodation is nearby, this is place to go to.

Where to stay in Pittsfield – Hotel Accommodation

Ready to kick off your vacation? Book your room now! Orbitz has at least 21 hotels in Pittsfield. Want us to help with your booking? We recommend the Hotel On North and Birchwood Inn.

Nearest Airports to Pittsfield

Start your Pittsfield getaway smoothly by learning a little about Bradley International Airport, the nearest terminal. Abbreviated as BDL, it sits 45 miles southeast of Pittsfield's downtown area. It's also the main entry point for most travelers.

Popular Places to Visit Near Pittsfield

Pittsfield has plenty of things to do, but if you're wanting to see more of the region, you're in luck! You have internationally famed tourist attractions close at hand! The Egg entices travelers from every nation. Delmar, only 30 miles from Pittsfield, is a convenient base when visiting this world-famous attraction.

No Cancellation Fees

You can be certain that whatever the reason for canceling or revising your booking, we won't penalize you with a fee.^ Why not call your airline and hotel to check if they do the same?