Pittsfield Vacation Packages

Keen to find unbeatable Pittsfield deals? Save cash by letting the dedicated staff at Orbitz package your hotels and flights. Imagine all that you can do with a saving of as much as . All you've got to do is choose your desired airfares, hotels, rental cars and experiences to save cash! With 500 partner airlines and more than 500,000 hotels globally, you've got the flexibility to pick where you want to stay and who you'll fly with! There are unlimited flight options, room types and amazing experiences to satisfy your wandering spirit. Which ones will you go for?

Where is Pittsfield?

Tickets? Check. Bags packed? Yep. Wait... where exactly are we going again? Before you jump in the airport cab, it's good to know where Pittsfield is. It sits 12 miles to the north of Rutland, and 400 miles northeast of Washington, the nation's capital.

Car Rentals in Pittsfield

Adventure is calling, and there’s no better way to find it than with the freedom of your own ride. See and experience more by checking out car rentals in Pittsfield via Orbitz. If you're touching down at Rutland Southern Vermont Regional Airport and would love to get your hands on a car as quickly as possible, head to Enterprise. It's at 131 S Main Street, 17 miles from the terminal.

Where to stay in Pittsfield – Hotel Accommodation

At present, Orbitz only lists 2 hotels in Pittsfield. If you're eager to stay the night, reserve your room soon. Not sure which place to stay in? We'll simplify things! Our favorites are The Trailside Inn and The Mountain Top Inn & Resort.

Nearest Airports to Pittsfield

If you're planning on flying in to Pittsfield, you'll likely be arriving at Rutland Southern Vermont Regional Airport (RUT). Grab a coffee and get your bearings after climbing out of the plane. This is the nearest airport, sitting 17 miles away from the center of town.

Popular Places to Visit Near Pittsfield

While you're in Pittsfield, why don't you stop by some nearby localities? North Woodstock, just 60 miles away, allows easy access to Franconia Notch State Park, a well-liked attraction. Want more convincing? Loon Mountain Ski Resort is also close at hand.

No Cancellation Fees

Even the best-laid plans can change at a moment's notice, which is why we won't request a fee if you need to alter or cancel your booking.^ However, it might be a good idea to see if your selected airline and hotel have the same policy.