Search Cheap Flights to
Great Barrington

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Great Barrington Flights as Low as $96

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
American Airlines
JetBlue Airways
American Airlines
Delta
Bargain Flight
Delta
Sun Country Airlines

Cheap Flights to Great Barrington

Fall in love at first flight with your vacation to Great Barrington by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Great Barrington on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Great Barrington, the good times start rolling. So buckle up, you’re in for a fun ride.

Just the right flight

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Great Barrington with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the ALB airport.

Frequently Asked Questions About flights to Great Barrington

What is the cheapest month to fly to Great Barrington?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Great Barrington are in June, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Great Barrington?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Great Barrington.

What airport is best to fly into Great Barrington?

When you’re planning your trip to Great Barrington, convenience is the name of the game. Luckily, Great Barrington Pittsfield Municipal Airport is nearby so you can deplane and get going on checking off everything on your Great Barrington must-do list.

How much are flights to Great Barrington?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Great Barrington on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $96, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Great Barrington?

The trick to saving a stack of cash on your flight to Great Barrington? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $96 right now, why wait?

Can I fly to Great Barrington right now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to  right now?” When it’s time to book your flight, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

Great Barrington Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$96

Last Minute Hotel Deals in Great Barrington

Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires
2 out of 5
400 Stockbridge Rd, Great Barrington, MA
The price is $69 per night from May 27 to May 28
$69
per night
May 27 - May 28
Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.4/10 Good! (456 reviews)
"Manager was friendly and patient late at night."

Reviewed on May 12, 2024

Travelodge by Wyndham Great Barrington Berkshires
Quality Inn
Quality Inn
2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is $85 per night from May 29 to May 30
$85
per night
May 29 - May 30
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8/10 Very Good! (1,000 reviews)
"Competively price. Friendly staff."

Reviewed on May 19, 2024

Quality Inn
Monument Mountain Motel
Monument Mountain Motel
2.5 out of 5
247 Stockbridge Rd, Great Barrington, MA
The price is $70 per night from May 28 to May 29
$70
per night
May 28 - May 29
Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
8.8/10 Excellent! (596 reviews)
"Old style motel but spotlessly clean. I was able to walk to a nearby Mexican restaurant that was excellent. Thank you for a pleasant and relaxing stay!"

Reviewed on May 20, 2024

Monument Mountain Motel
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 out of 5
415 Stockbridge Rd, Great Barrington, MA
The price is $132 per night from May 27 to May 28
$132
per night
May 27 - May 28
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
8.8/10 Excellent! (498 reviews)
"Friendly staff and smooth check in. Perfect for our short stay."

Reviewed on May 17, 2024

Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 out of 5
249 Stockbridge Rd, Great Barrington, MA
The price is $152 per night from May 27 to May 28
$152
per night
May 27 - May 28
Book a stay at this family-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (648 reviews)
"Staff was very friendly. Facilities were clean and comfortable. Breakfast was quite good. Convenient location. We had a terrific stay!"

Reviewed on May 12, 2024

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Briarcliff Motel
The Briarcliff Motel
3 out of 5
506 Stockbridge Road, Great Barrington, MA
The price is $125 per night from May 27 to May 28
$125
per night
May 27 - May 28
Stay at this 3-star motel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
8.8/10 Excellent! (384 reviews)
Relaxed. Friendly. Comfortable. Amazing
"We loved this place. It's dog friendly, the place is clean and quiet. The proprietor is awesome. It's super friendly. We spent a total of 9 days here, and I'd definitely come back again. Thanks for a great stay"

Reviewed on Mar 22, 2024

The Briarcliff Motel
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is $110 per night from May 28 to May 29
$110
per night
May 28 - May 29
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (242 reviews)
"Love the lobby (even smells great!) Love the decor and the outdoor patio. Happy with entire stay."

Reviewed on May 16, 2024

Life House Berkshires
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
The price is $159 per night from May 27 to May 28
$159
per night
May 27 - May 28
Stay at this 3.5-star spa hotel in Stockbridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (885 reviews)
"Very comfortable beds. Quiet with very friendly staff. Wasn’t too thrilled with the antique bathtub, too high to step into safely for seniors."

Reviewed on May 18, 2024

The Red Lion Inn
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.