Cheap Flight Deals to Great Barrington MA from CA $71
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How to find cheap flights to Great Barrington?
The cheapest prices found with in the last 7 days for return flights were CA $191 and CA $71 for one-way flights to Great Barrington for the period specified. Prices and availability are subject to change. Additional terms apply
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| FLL | Windsor Locks | March 27 to March 30 | CA $191 |
| MCO | Latham | February 1 to February 5 | CA $221 |
| MCO | Windsor Locks | March 6 to March 10 | CA $232 |
| FLL | Latham | February 27 to March 9 | CA $246 |
| ORD | Latham | February 6 to February 8 | CA $494 |
Your guide to flights to Great Barrington, MA
Breeze Airways, American Airlines fly to Great Barrington, so use Travelocity to search, find, and compare some truly tempting deals from the 4 airlines—that way you can be sure you’ve found the best deal for you. A flight to Great Barrington MA currently costs between CA $191 and CA $532. Prices vary, but for the best fares, travel in May when prices are at their lowest.
Top tips for finding cheap flights to Great Barrington
The cheapest flight for a round trip to Great Barrington is currently CA $191. When you search for flights to Great Barrington, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Great Barrington for nearby days. The cheapest month to travel to Great Barrington is February from our list of deals available.
But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.
How to cancel flights to Great Barrington
We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.
Why you should book your flight to Great Barrington with Travelocity
We have top deals on plane tickets even for last minute flights to Great Barrington, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Great Barrington for less.
Find The Perfect Hotel For After Your Flight
Amazing Place to Stay After Flight to Great Barrington
Lantern House Motel
The fact that they require a vaccine card should be mentioned in their Hotels.com profile. Luckily for me I had it in my car. I don't mind if some hotel owners want to require it, but it should be pretty clearly stated. The owner told me that I didn't need to use the air conditioner, that I should ...
Reviewed on Nov 22, 2021
Monument Mountain Motel
Unbelieveably clean for the price.
Reviewed on Jan 14, 2026
Quality Inn
Good
Reviewed on Jan 12, 2026
Travelodge by Wyndham Great Barrington Berkshires
Excellent location!!
Reviewed on Dec 26, 2025
Luxury Hotels in Great Barrington
Lantern House Motel
The fact that they require a vaccine card should be mentioned in their Hotels.com profile. Luckily for me I had it in my car. I don't mind if some hotel owners want to require it, but it should be pretty clearly stated. The owner told me that I didn't need to use the air conditioner, that I should ...
Reviewed on Nov 22, 2021
Travelodge by Wyndham Great Barrington Berkshires
Excellent location!!
Reviewed on Dec 26, 2025
Monument Mountain Motel
Unbelieveably clean for the price.
Reviewed on Jan 14, 2026
Quality Inn
Good
Reviewed on Jan 12, 2026
Family Friendly Hotels in Great Barrington
Lantern House Motel
The fact that they require a vaccine card should be mentioned in their Hotels.com profile. Luckily for me I had it in my car. I don't mind if some hotel owners want to require it, but it should be pretty clearly stated. The owner told me that I didn't need to use the air conditioner, that I should ...
Reviewed on Nov 22, 2021
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Temperature of pool was cold
Reviewed on Jan 1, 2026
Travelodge by Wyndham Great Barrington Berkshires
Excellent location!!
Reviewed on Dec 26, 2025
Quality Inn
Good
Reviewed on Jan 12, 2026
Need a car after flight to Great Barrington?
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Frequently asked questions
Plane Tickets To Great Barrington
Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Great Barrington. Browse through our inventory to explore a wide range of cheap flights to Great Barrington to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Great Barrington as you anxiously await to exit the plane and explore what Great Barrington has to offer. Considering all the amazing local food and culture in Great Barrington, we won't hold this against you.
When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Great Barrington to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Great Barrington without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Great Barrington with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Great Barrington today!
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