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Great Barrington

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Great Barrington Flights as Low as $122

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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.

Frequently Asked Questions About flights to Great Barrington

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.

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 September, 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 16 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 $122, 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 $122 right now, why wait?

Great Barrington Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$131

Last Minute Hotel Deals in Great Barrington

Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
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 helpful ...
8.6/10 Excellent! (1,008 reviews)
"Very clean"

Reviewed on Jun 29, 2026

Quality Inn Great Barrington
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 out of 5
415 Stockbridge Rd Great Barrington MA
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 ...
8.8/10 Excellent! (782 reviews)
"Great place to stay and it is convenient to local theaters and not too far from Tanglewood."

Reviewed on Jun 22, 2026

Holiday Inn Express Hotel & Suites Great Barrington by IHG
The Little Lion

The Little Lion

3 out of 5
506 Stockbridge Road Great Barrington MA
Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.6/10 Excellent! (572 reviews)
"This has been a long time stop for us. It has always been a perfect location. The hotel is right at the base of Monument Mountain and it is truly breathtaking to see it out your window."

Reviewed on Jun 28, 2026

The Little Lion
Prospect Berkshires

Prospect Berkshires

3 out of 5
50 Prospect Lake Rd Egremont MA
Stay at this hotel in Great Barrington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Catamount Aerial Adventure Park and Catamount Ski Area ...
9.8/10 Exceptional! (31 reviews)
"Prospect Berkshires was an excellent retreat & escape from my busy life. The property was ideal for a relaxing & rejuvenating experience. The staff were amazing & welcoming. The Cliff House was exceptional. I look forward to returning soon."

Reviewed on Jun 24, 2026

Prospect Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

3 out of 5
249 Stockbridge Rd Great Barrington MA
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 ...
9.4/10 Exceptional! (789 reviews)
"Great hotel, pool,staff, location. the only thing I wasn’t too happy about was hearing voices from other rooms. The walls are thin."

Reviewed on Jun 27, 2026

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Monument Mountain Motel

Monument Mountain Motel

2.5 out of 5
247 Stockbridge Rd Great Barrington MA
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 ...
9/10 Wonderful! (875 reviews)
"Clean, good for solo traveler not so much for a family."

Reviewed on Jun 26, 2026

Monument Mountain Motel
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2 out of 5
400 Stockbridge Rd Great Barrington MA
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. ...
7.6/10 Good! (588 reviews)
"Room was clean. Although it was a non-smoking room, outside people were smoking and the room smelled like smoke."

Reviewed on Jun 29, 2026

Travelodge by Wyndham Great Barrington Berkshires
The Berkshire Mountain Inn

The Berkshire Mountain Inn

3 out of 5
518 S Main St Great Barrington MA
Stay at this B&B in Great Barrington. Enjoy free WiFi, free parking, and a garden. Popular attractions Mahaiwe Performing Arts Center and Great Barrington Historical ...
9/10 Wonderful! (9 reviews)
"Friendly staff and attention to detail making our stay in a charming inn special"

Reviewed on Jun 29, 2026

The Berkshire Mountain 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.