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Great Barrington

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Great Barrington Flights as Low as $67

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

Frontier Airlines
Thu, Mar 6 - Tue, Mar 11
MCO
Orlando Intl.
BDL
Bradley Intl.
$67 Roundtrip, found 3 hours ago
$67
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Thu, Mar 6 from Orlando Intl. to Bradley Intl., returning Tue, Mar 11, priced at $67 found 3 hours ago
Frontier Airlines
Wed, Apr 2 - Tue, Apr 8
MCO
Orlando Intl.
BDL
Bradley Intl.
$78 Roundtrip, found 5 days ago
$78
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Apr 2 from Orlando Intl. to Bradley Intl., returning Tue, Apr 8, priced at $78 found 5 days ago
Frontier Airlines
Thu, Mar 6 - Sat, Mar 8
MCO
Orlando Intl.
BDL
Bradley Intl.
$78 Roundtrip, found 19 hours ago
$78
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Thu, Mar 6 from Orlando Intl. to Bradley Intl., returning Sat, Mar 8, priced at $78 found 19 hours ago
Spirit Airlines
Wed, Mar 5 - Tue, Mar 11
MCO
Orlando Intl.
BDL
Bradley Intl.
$93 Roundtrip, found 23 hours ago
$93
Roundtrip
found 23 hours ago
Select Spirit Airlines flight, departing Wed, Mar 5 from Orlando Intl. to Bradley Intl., returning Tue, Mar 11, priced at $93 found 23 hours ago
Breeze Airways
Wed, Mar 5 - Tue, Mar 11
MCO
Orlando Intl.
BDL
Bradley Intl.
$102 Roundtrip, found 23 hours ago
$102
Roundtrip
found 23 hours ago
Select Breeze Airways flight, departing Wed, Mar 5 from Orlando Intl. to Bradley Intl., returning Tue, Mar 11, priced at $102 found 23 hours ago
Spirit Airlines
Tue, Feb 18 - Tue, Feb 25
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$140 Roundtrip, found 2 days ago
$140
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Feb 18 from Charlotte-Douglas Intl. to Bradley Intl., returning Tue, Feb 25, priced at $140 found 2 days ago
JetBlue Airways
Thu, Mar 20 - Sat, Mar 22
MCO
Orlando Intl.
ALB
Albany Intl.
$157 Roundtrip, found 1 day ago
$157
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Mar 20 from Orlando Intl. to Albany Intl., returning Sat, Mar 22, priced at $157 found 1 day ago
American Airlines
Wed, Mar 5 - Sat, Mar 15
MCO
Orlando Intl.
ALB
Albany Intl.
$159 Roundtrip, found 11 hours ago
$159
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Wed, Mar 5 from Orlando Intl. to Albany Intl., returning Sat, Mar 15, priced at $159 found 11 hours ago
Frontier Airlines
Wed, May 7 - Thu, May 15
SFO
San Francisco Intl.
BDL
Bradley Intl.
$180 Roundtrip, found 14 hours ago
$180
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Wed, May 7 from San Francisco Intl. to Bradley Intl., returning Thu, May 15, priced at $180 found 14 hours ago
United
Fri, Mar 7 - Sun, Mar 9
MCO
Orlando Intl.
ALB
Albany Intl.
$197 Roundtrip, just found
$197
Roundtrip
just found
Select United flight, departing Fri, Mar 7 from Orlando Intl. to Albany Intl., returning Sun, Mar 9, priced at $197 just found
Delta
Thu, Mar 6 - Tue, Mar 11
MCO
Orlando Intl.
BDL
Bradley Intl.
$197 Roundtrip, found 3 hours ago
$197
Roundtrip
found 3 hours ago
Select Delta flight, departing Thu, Mar 6 from Orlando Intl. to Bradley Intl., returning Tue, Mar 11, priced at $197 found 3 hours ago
United
Wed, Mar 12 - Mon, Mar 17
SFO
San Francisco Intl.
ALB
Albany Intl.
$278 Roundtrip, found 6 hours ago
$278
Roundtrip
found 6 hours ago
Select United flight, departing Wed, Mar 12 from San Francisco Intl. to Albany Intl., returning Mon, Mar 17, priced at $278 found 6 hours ago
Delta
Sat, Feb 15 - Fri, Feb 21
CLT
Charlotte-Douglas Intl.
ALB
Albany Intl.
$307 Roundtrip, found 6 days ago
$307
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Feb 15 from Charlotte-Douglas Intl. to Albany Intl., returning Fri, Feb 21, priced at $307 found 6 days ago
Delta
Tue, Apr 29 - Sun, May 11
OAK
Oakland Intl.
BDL
Bradley Intl.
$478 Roundtrip, found 15 hours ago
$478
Roundtrip
found 15 hours ago
Select Delta flight, departing Tue, Apr 29 from Oakland Intl. to Bradley Intl., returning Sun, May 11, priced at $478 found 15 hours ago
Alaska Airlines
Wed, Mar 12 - Mon, Mar 17
SFO
San Francisco Intl.
ALB
Albany Intl.
$575 Roundtrip, found 6 hours ago
$575
Roundtrip
found 6 hours ago
Select Alaska Airlines flight, departing Wed, Mar 12 from San Francisco Intl. to Albany Intl., returning Mon, Mar 17, priced at $575 found 6 hours ago
Delta
Tue, Apr 29 - Wed, May 7
OAK
Oakland Intl.
ALB
Albany Intl.
$602 Roundtrip, found 15 hours ago
$602
Roundtrip
found 15 hours ago
Select Delta flight, departing Tue, Apr 29 from Oakland Intl. to Albany Intl., returning Wed, May 7, priced at $602 found 15 hours 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 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 $67, 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 $67 right now, why wait?

Great Barrington Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$67

Last Minute Hotel Deals in Great Barrington

Quality Inn
Quality Inn
2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is $94 per night from Feb 20 to Feb 21
$94
includes taxes & fees
Feb 20 - Feb 21
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)
"Quick easy check in. Right on main st plenty of options!"

Reviewed on Jan 31, 2025

Quality Inn
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 $140 per night from Feb 23 to Feb 24
$140
includes taxes & fees
Feb 23 - Feb 24
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! (596 reviews)
"Great staff, decent breakfast and spacious room"

Reviewed on Jan 31, 2025

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 $170 per night from Feb 23 to Feb 24
$170
includes taxes & fees
Feb 23 - Feb 24
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! (686 reviews)
"Robin at the front desk is awesome very friendly and accommodating"

Reviewed on Feb 12, 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 Feb 27 to Feb 28
$71
includes taxes & fees
Feb 27 - Feb 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! (470 reviews)
"A cozy quiet charming place to stay."

Reviewed on Feb 9, 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 Feb 23 to Feb 24
$78
includes taxes & fees
Feb 23 - Feb 24
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! (699 reviews)
"Rooms have been recently renovated and were clean and spotless. Great comfortable room with convenient gas station and sandwich shop across the street as well as several other eateries close by. Owner and staff were very friendly and made me feel welcome. I will definitely come back here in the future...... ..."

Reviewed on Jan 6, 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 Feb 27 to Feb 28
$170
includes taxes & fees
Feb 27 - Feb 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 ...
9.2/10 Wonderful! (20 reviews)
"Good"

Reviewed on Feb 8, 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 2 to Mar 3
$108
includes taxes & fees
Mar 2 - Mar 3
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! (497 reviews)
"The room was really nice and clean, equipped with all the necessary things. Walking into the room which was light up and with jazz music was a nice touch. The one thing I was somewhat disappointed was the TV. I was trying to watch just regular TV live and it keep on freezing. Same thing with the ..."

Reviewed on Feb 13, 2025

Life House Berkshires
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 out of 5
190 Meadow Street, South Lee, MA
The price is $147 per night from Feb 24 to Feb 25
$147
includes taxes & fees
Feb 24 - Feb 25
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our ...
8.8/10 Excellent! (595 reviews)
Greatness
"It was a great little getaway from the city, service was great and helpful nothing to complain about this spot"

Reviewed on Feb 10, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
See all 1,468 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.