Beginning of main content

Flights to The Berkshires, Massachusetts from $137.99

Search Flights

Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search Hotels

Search Flight + Hotel

Search 321,000 hotels worldwide.

Get the price guarantee available for your trip.

No Expedia cancellation fee to change or cancel almost any hotel reservation.


How Much Does It Cost To Fly To The Berkshires?

The cheapest tickets to The Berkshires available within the past 7 days were $137.99. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

The Berkshires Flights

It's time you take to the boundless clouds, and you'll soon find yourself in a unique place. Lately, you have an appetite for exploration, but you need to go beyond a staycation. You need to widen your reach past the next city over. We're here to guide travelers of all types, with flights to The Berkshires! You can depend on Expedia.com when your next getaway is coming up. You'll have loot left over for all of The Berkshires's wonderful nighttime entertainment, shopping, and food thanks to our cheap plane tickets.

What Is There to Do In The Berkshires?

You're the kind of traveler who dives right into the activity. We realize how you feel. That's why you want to make your way to a place like The Berkshires, where you will have lots to do. For starters, check out our guide to activities for The Berkshires and see for yourself.

The Berkshires Airport Hotels

If you would opt to get some rest before exploring, you're in luck. Thanks to our selection of 24 The Berkshires hotels, we're sure you will be able to find everything you need. Why not travel like a pro? Rest easy at one of our The Berkshires airport hotels within a short distance of the runway.

What Is a Good Time to Travel?

  • Book your ticket now, because visits to The Berkshires have lately upturned.
  • We have flights as affordable as $137.99, and you can save even more when you add one of our The Berkshires hotels to your flight in one of our deals!

Believe you can beat Expedia.com when it comes to The Berkshires flights? Think again. Our pricing and selection are simply the best out there. Don't delay any longer! Get inexpensive tickets today and see the city up close and personal. Say adios to your coworkers, fill up your suitcase, and experience The Berkshires for yourself!

Expedia.com lets you search across the largest number of airlines and The Berkshires flights, which means that you'll be able to find a great flight deal at the perfect travel date and time. Our simple-to-use booking engine makes looking for terrific bargains easy and hassle-free; just enter your travel dates and departure city, and let Expedia.com do the rest! Adjust your travel dates and explore connecting flights to find an even better deal on your The Berkshires flight!

Browse through dozens of options and rest assured that you're seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your The Berkshires trip. There's simply no substitute for great prices suited to your travel needs and backed by excellent customer support.

Combine your The Berkshires flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights to The Berkshires with Expedia.com. Use us as your stop travel destination and have the confidence that you're getting a bargain!

Reviews from verified customers

Mar 31, 2017

Overall very good flight.

Mar 24, 2017

On time!!

Mar 24, 2017

Short flight, interesting scenery

Mar 13, 2017

both of my flights were delayed due to weather. Staff was friendly, courteous and very helpful.

Mar 10, 2017

Good experience!

Mar 7, 2017

Great, happy flight attendants

Mar 4, 2017

i don't like paying for peanuts

Feb 28, 2017

A lot of the staff was friendly, but others were not. It was my first time flying and staff seemed irritated when I asked questions.

Feb 27, 2017

On the way to our destination wedding with American Airlines we had a terrible experience and despite there being 3 out of 4 open hooks in first class the flight attendant (Rows 1-2 were 1st class and we were only row 4) refused to let me hang my wedding dress and was so rude to passengers that the people in my area were laughing and joking about it. When we walked on to Delta we were congratulated and the flight attendant asked to take my dress to hang it. What a different and more positive experience that we will remember when we book our honeymoon next month. Thank you.

Feb 27, 2017

Baggage should be free and old noisy planes should not be flown any longer, especially for four hour flights!