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Book Great Barrington Vacations

Save up to ^ on your trip when booking flight + hotel together

Great Barrington Travel Guide

Stress less by letting the dedicated staff at Orbitz bundle up your bookings. A memorable Great Barrington adventure is ready and waiting! You'll save up to $369^ if you bundle up! All you need to do is choose your preferred hotels, airfares, rental cars and experiences. With a comprehensive database of no less than 500,000 international hotels and 500 partner airlines, you'll have loads of options and flexibility. There are unlimited options when it comes to the destinations you can go and what you can do. An incredible getaway awaits.

Where is Great Barrington?

It can be liberating to travel without a plan, but even the most spontaneous travelers will want to have a basic understanding of where Great Barrington sits on the map. It is approximately 120 miles west of the capital of Massachusetts, Boston. Great Barrington is also 19 miles south of Pittsfield. As of last count, the population of this part of The Berkshires was 2,000.

Car Rentals in Great Barrington

Want to explore the region your own way? Be the creator of your own adventure by checking out car rentals in Great Barrington with the help of Orbitz. If you're landing at Pittsfield Municipal Airport and would like to hop in a car straight away, make tracks to Enterprise at 526 East St.

Where to stay in Great Barrington – Hotel Accommodation

At present, Orbitz lists only 11 hotels in Great Barrington. Get going and book a room — or you might miss out! Can't make up your mind where to stay? Some recommended choices are The Barrington and Thornewood Inn.

Nearest Airports to Great Barrington

Your next amazing vacation starts at Bradley International Airport, the jumping off point to Great Barrington. The airport, otherwise known as BDL, is 40 miles southeast of the downtown area.

Popular Places to Visit Near Great Barrington

If you've discovered the offerings of Great Barrington already, don't go home just yet. You've actually got world-renowned attractions close at hand! The Egg entices visitors from all continents of the globe. Delmar, about 40 miles from Great Barrington, is a handy base when stopping by this world-famous attraction.

No Cancellation Fees

Packed your suitcase, booked that long-awaited trip but now you can't go? Don't worry too much — we make canceling hassle-free by not requesting a fee.^ Act swiftly and your chosen hotel and airline might do the same!

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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.

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