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Great Barrington

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Great Barrington Flights as Low as $84

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

Frontier Airlines
Sat, Mar 22 - Tue, Mar 25
MCO
Orlando Intl.
BDL
Bradley Intl.
$84 Roundtrip, found 1 day ago
$84
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Mar 22 from Orlando Intl. to Bradley Intl., returning Tue, Mar 25, priced at $84 found 1 day ago
Frontier Airlines
Sat, May 3 - Thu, May 8
MCO
Orlando Intl.
BDL
Bradley Intl.
$88 Roundtrip, found 2 days ago
$88
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, May 3 from Orlando Intl. to Bradley Intl., returning Thu, May 8, priced at $88 found 2 days ago
Spirit Airlines
Sat, May 3 - Thu, May 8
MCO
Orlando Intl.
BDL
Bradley Intl.
$101 Roundtrip, found 2 days ago
$101
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, May 3 from Orlando Intl. to Bradley Intl., returning Thu, May 8, priced at $101 found 2 days ago
Spirit Airlines
Thu, May 1 - Tue, May 6
MCO
Orlando Intl.
BDL
Bradley Intl.
$114 Roundtrip, found 2 days ago
$114
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, May 1 from Orlando Intl. to Bradley Intl., returning Tue, May 6, priced at $114 found 2 days ago
Breeze Airways
Thu, Mar 27 - Sat, Mar 29
MCO
Orlando Intl.
BDL
Bradley Intl.
$125 Roundtrip, found 2 days ago
$125
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Mar 27 from Orlando Intl. to Bradley Intl., returning Sat, Mar 29, priced at $125 found 2 days ago
Spirit Airlines
Tue, Apr 29 - Tue, May 6
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$143 Roundtrip, found 1 day ago
$143
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Apr 29 from Charlotte-Douglas Intl. to Bradley Intl., returning Tue, May 6, priced at $143 found 1 day ago
American Airlines
Wed, May 21 - Tue, Jun 3
CLT
Charlotte-Douglas Intl.
ALB
Albany Intl.
$145 Roundtrip, found 4 days ago
$145
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, May 21 from Charlotte-Douglas Intl. to Albany Intl., returning Tue, Jun 3, priced at $145 found 4 days ago
American Airlines
Sat, Jul 12 - Tue, Jul 15
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$145 Roundtrip, found 3 days ago
$145
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Jul 12 from Charlotte-Douglas Intl. to Bradley Intl., returning Tue, Jul 15, priced at $145 found 3 days ago
Frontier Airlines
Wed, May 7 - Thu, May 15
SFO
San Francisco Intl.
BDL
Bradley Intl.
$180 Roundtrip, found 2 days ago
$180
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, May 7 from San Francisco Intl. to Bradley Intl., returning Thu, May 15, priced at $180 found 2 days ago
JetBlue Airways
Wed, Apr 23 - Mon, May 5
MCO
Orlando Intl.
ALB
Albany Intl.
$182 Roundtrip, found 2 days ago
$182
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Apr 23 from Orlando Intl. to Albany Intl., returning Mon, May 5, priced at $182 found 2 days ago
Delta
Wed, Jul 9 - Tue, Jul 15
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Jul 9 from Charlotte-Douglas Intl. to Bradley Intl., returning Tue, Jul 15, priced at $197 found 2 days ago
United
Thu, Mar 27 - Fri, Mar 28
MCO
Orlando Intl.
BDL
Bradley Intl.
$217 Roundtrip, found 2 days ago
$217
Roundtrip
found 2 days ago
Select United flight, departing Thu, Mar 27 from Orlando Intl. to Bradley Intl., returning Fri, Mar 28, priced at $217 found 2 days ago
Frontier Airlines
Mon, Jun 23 - Tue, Jul 1
LAS
Harry Reid Intl.
BDL
Bradley Intl.
$220 Roundtrip, found 1 day ago
$220
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Jun 23 from Harry Reid Intl. to Bradley Intl., returning Tue, Jul 1, priced at $220 found 1 day ago
American Airlines
Sat, May 3 - Mon, May 12
SFO
San Francisco Intl.
ALB
Albany Intl.
$247 Roundtrip, found 2 days ago
$247
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, May 3 from San Francisco Intl. to Albany Intl., returning Mon, May 12, priced at $247 found 2 days ago
Sun Country Airlines
Thu, Jul 10 - Mon, Jul 14
SFO
San Francisco Intl.
BDL
Bradley Intl.
$403 Roundtrip, found 1 day ago
$403
Roundtrip
found 1 day ago
Select Sun Country Airlines flight, departing Thu, Jul 10 from San Francisco Intl. to Bradley Intl., returning Mon, Jul 14, priced at $403 found 1 day ago
Alaska Airlines
Thu, May 1 - Sat, May 10
SFO
San Francisco Intl.
ALB
Albany Intl.
$524 Roundtrip, found 2 days ago
$524
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Thu, May 1 from San Francisco Intl. to Albany Intl., returning Sat, May 10, priced at $524 found 2 days ago

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 March, 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  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 $84, 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 $84 right now, why wait?

Great Barrington Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$143

Last Minute Hotel Deals in 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
The price is $137 per night from Mar 16 to Mar 17
$137
includes taxes & fees
Mar 16 - Mar 17
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! (604 reviews)
"Perfect except for not enough seats available during breakfast"

Reviewed on Mar 9, 2025

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Quality Inn
Quality Inn
2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is $75 per night from Mar 27 to Mar 28
$75
includes taxes & fees
Mar 27 - Mar 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 helpful ...
8/10 Very Good! (1,001 reviews)
"Facilities maintained well, although the tub in my room needs to be replaced and freezer in mini-fridge didn’t adequately chill the ice block for my cooler. Everything clean and neat. Snow and ice removed from sidewalks and parking lot. Friendly and helpful staff in the evening (middle of a rainstorm) ..."

Reviewed on Mar 11, 2025

Quality Inn
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 $161 per night from Mar 30 to Mar 31
$161
includes taxes & fees
Mar 30 - Mar 31
Book a stay at this spa hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (691 reviews)
"I’ve stayed here a few times with my grandkids. They love the pool and game room. The breakfast is incredibly impressive and the staff is super friendly and helpful. A friend told me about this Marriot and she raved about how her kids loved it. Also, it’s very close to Butternut where we like to ..."

Reviewed on Mar 8, 2025

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Little Lion
The Little Lion
3 out of 5
506 Stockbridge Road, Great Barrington, MA
The price is $71 per night from Mar 27 to Mar 28
$71
includes taxes & fees
Mar 27 - Mar 28
Stay at this 3-star motel in Great Barrington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (474 reviews)
"Enjoyed it alot"

Reviewed on Feb 27, 2025

The Little Lion
Monument Mountain Motel
Monument Mountain Motel
2.5 out of 5
247 Stockbridge Rd, Great Barrington, MA
The price is $78 per night from Mar 16 to Mar 17
$78
includes taxes & fees
Mar 16 - Mar 17
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! (704 reviews)
"I've stayed here many times for both brief stays and full weeks. Never disappointed. Affordable, clean family-run operation. The only place I stay in the Berkshires."

Reviewed on Mar 9, 2025

Monument Mountain Motel
East Rock Inn
East Rock Inn
2 out of 5
304 State Rd, Great Barrington, MA
The price is $170 per night from Mar 27 to Mar 28
$170
includes taxes & fees
Mar 27 - Mar 28
Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and a garden. Popular attractions Housatonic River and Housatonic River Walk are located ...
9.4/10 Exceptional! (24 reviews)
"The property is well maintained and set back from the road. It was very quiet and the rooms are fantastic. A must stay if you are going to be in the area."

Reviewed on Mar 4, 2025

East Rock Inn
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is $108 per night from Mar 27 to Mar 28
$108
includes taxes & fees
Mar 27 - Mar 28
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! (524 reviews)
"For a small motel, it is very nice, I thought I was just paying for a cheap motel and got a quaint stay with a great mattress"

Reviewed on Mar 12, 2025

Life House Berkshires
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
The price is $94 per night from Mar 23 to Mar 24
$94
includes taxes & fees
Mar 23 - Mar 24
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,000 reviews)
"Excellent price point. Clean spacious room."

Reviewed on Mar 10, 2025

The Yankee, Trademark Collection by Wyndham
See all 1,466 properties in Great Barrington
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.