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Great Barrington Vacations

Whether you're going on a weekend break or an extended vacation, it's best to know a couple of things about Great Barrington before setting off.

Great Barrington lies 100 miles (161 kilometers) to the north of New York, a noteworthy city.

With so much to see and do in this corner of The Berkshires, it's easy to understand why 2,000 people choose to call it home.

Places to visit in Great Barrington

Whether you're an expert or total beginner, it's time pull out your skis and enjoy the slopes. Ski Butternut guarantees a world of fun for everybody! Need some more options? Theater can challenge our world views and asks us to aspire to be more. Attend a show at Mahaiwe Performing Arts Center and open your mind to some big ideas. But there's more. A bit of outdoor fun is good for our mental and physical health. Why not take the family and play some sports in the large open space at Lake Mansfield Park?

Where do you fly into for Great Barrington?

Say hello to amazing new experiences in Great Barrington. Once you've stepped out of Bradley International Airport (BDL), the main streets will be just 40 miles (64 kilometers) to the northwest.

Frequently asked questions

How much are vacation packages to Great Barrington?
is all you need to spend for an exhilarating escape in Great Barrington. Bundle your flights and hotel into a vacation package with Travelocity and watch the savings start to pile up. With prices as good as these, traveling has never been so accessible.
How long should my Great Barrington vacation be?
Your Great Barrington trip can be as long as you want it to be, but many travelers stay around 2 nights. In the mood to venture off the beaten path and uncover some hidden treasures? Book a few extra nights and experience another side of this place.
Where can I get the best vacation package deals for Great Barrington?
Your dream vacation can be booked through Travelocity. With access to 400 airlines and a massive 665,000 properties around the world, selecting the perfect Great Barrington package deal couldn’t be easier.
Why should I book my Great Barrington vacation package via Travelocity?
With fantastic service, 24/7 support and some of the most perfect escapes on offer, you’ll never roam alone. And if you find a lower price, we’ll match it. That’s our Price Match Guarantee.
Can I save on my Great Barrington car rental if I book it with a hotel or flight?
You certainly can — combine your flight, car and hotel into a Great Barrington vacation package and you’ll save loads. With so many things to do in the Great Barrington area, having your own ride will more than come in handy. Once you’re behind the wheel, hit the wide open road and head toward Broadway, a renowned attraction around 171 kilometersfrom Great Barrington.
What is the best time of year to go to Great Barrington?
are the most popular months for travelers to visit, while are generally less busy. If you’re traveling on a limited budget, you’re better off visiting during . is typically the most expensive time to drop by.
Which airport is best for Great Barrington?
Hartford, CT (BDL-Bradley Intl.), around 60 kilometerssoutheast of downtown Great Barrington, is likely to be where you’ll jet into. Your other options are Albany, NY (ALB-Albany Intl.) (76 kilometersaway from central Great Barrington) and Newburgh, NY (SWF-Stewart Intl.) (100 kilometersaway from central Great Barrington).
What is there to do in Great Barrington?
Ski Butternut is one of the amazing sights that make Great Barrington such a great place to visit. But allow some extra time to experience its lesser-known attractions too. This is sometimes where the best vacation memories are made.
Where should I stay when visiting Great Barrington?
Treat yourself to a stay at The Barrington (4.0 stars) or The Old Inn On The Green (4.0 stars) during your Great Barrington trip. A luxury escape is the perfect way to recharge your batteries.
Can I go on vacation to Great Barrington at this time?
Don’t head to Great Barrington without up-to-date facts about quarantine policies and travel restrictions. Travelocity’s Covid-19 Travel Advisor will fill you in. Our local experts have pulled together all the information you need to make your flight and vacation as hassle-free as possible.