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Great Barrington

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Great Barrington Flights as Low as $98

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

Spirit Airlines
Sat, Aug 16 - Mon, Aug 18
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$98 Roundtrip, just found
$98
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Aug 16 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Aug 18, priced at $98 just found
Spirit Airlines
Fri, Sep 19 - Fri, Sep 26
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$108 Roundtrip, found 5 hours ago
$108
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Fri, Sep 19 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Fri, Sep 26, priced at $108 found 5 hours ago
Breeze Airways
Fri, Aug 29 - Sat, Aug 30
MCO
Orlando Intl.
BDL
Bradley Intl.
$110 Roundtrip, just found
$110
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Aug 29 from Orlando Intl. to Bradley Intl., returning Sat, Aug 30, priced at $110 just found
Breeze Airways
Fri, Sep 5 - Sun, Sep 7
MCO
Orlando Intl.
BDL
Bradley Intl.
$115 Roundtrip, found 10 hours ago
$115
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Fri, Sep 5 from Orlando Intl. to Bradley Intl., returning Sun, Sep 7, priced at $115 found 10 hours ago
United
Thu, Sep 25 - Thu, Sep 25
ORD
O'Hare Intl.
BDL
Bradley Intl.
$115 Roundtrip, just found
$115
Roundtrip
just found
Select United flight, departing Thu, Sep 25 from O'Hare Intl. to Bradley Intl., returning Thu, Sep 25, priced at $115 just found
Breeze Airways
Fri, Aug 29 - Sun, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$118 Roundtrip, found 1 hour ago
$118
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Aug 29 from Orlando Intl. to Bradley Intl., returning Sun, Aug 31, priced at $118 found 1 hour ago
Spirit Airlines
Sat, Jul 26 - Mon, Jul 28
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$118 Roundtrip, found 1 hour ago
$118
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, Jul 26 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Jul 28, priced at $118 found 1 hour ago
Spirit Airlines
Fri, Aug 15 - Thu, Aug 21
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$119 Roundtrip, found 3 days ago
$119
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Fri, Aug 15 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Thu, Aug 21, priced at $119 found 3 days ago
American Airlines
Tue, Sep 30 - Tue, Oct 14
ORD
O'Hare Intl.
ALB
Albany Intl.
$133 Roundtrip, just found
$133
Roundtrip
just found
Select American Airlines flight, departing Tue, Sep 30 from O'Hare Intl. to Albany Intl., returning Tue, Oct 14, priced at $133 just found
Frontier Airlines
Fri, Aug 1 - Sun, Aug 3
MCO
Orlando Intl.
BDL
Bradley Intl.
$136 Roundtrip, found 4 hours ago
$136
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Fri, Aug 1 from Orlando Intl. to Bradley Intl., returning Sun, Aug 3, priced at $136 found 4 hours ago
JetBlue Airways
Sat, Aug 30 - Mon, Sep 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$137 Roundtrip, just found
$137
Roundtrip
just found
Select JetBlue Airways flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Mon, Sep 1, priced at $137 just found
Breeze Airways
Thu, Sep 4 - Sat, Sep 6
MCO
Orlando Intl.
ALB
Albany Intl.
$141 Roundtrip, just found
$141
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Sat, Sep 6, priced at $141 just found
JetBlue Airways
Tue, Aug 5 - Thu, Aug 14
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$177 Roundtrip, found 4 days ago
$177
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, Aug 5 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Thu, Aug 14, priced at $177 found 4 days ago
Delta
Tue, Sep 30 - Tue, Sep 30
ORD
O'Hare Intl.
BDL
Bradley Intl.
$191 Roundtrip, found 2 hours ago
$191
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Sep 30 from O'Hare Intl. to Bradley Intl., returning Tue, Sep 30, priced at $191 found 2 hours ago
United
Mon, Aug 4 - Wed, Aug 6
DEN
Denver Intl.
BDL
Bradley Intl.
$235 Roundtrip, just found
$235
Roundtrip
just found
Select United flight, departing Mon, Aug 4 from Denver Intl. to Bradley Intl., returning Wed, Aug 6, priced at $235 just found
American Airlines
Mon, Aug 11 - Wed, Aug 27
DEN
Denver Intl.
ALB
Albany Intl.
$349 Roundtrip, found 4 days ago
$349
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Aug 11 from Denver Intl. to Albany Intl., returning Wed, Aug 27, priced at $349 found 4 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 August, 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 $98, 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 $98 right now, why wait?

Great Barrington Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$98

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
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 ...
8.2/10 Very Good! (1,001 reviews)
"Location is great. No problem parking. Walkable to downtown Gr Barrington. Breakfast is ok. I didn’t partake much in it."

Reviewed on Jul 8, 2025

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Quality Inn
Prospect Berkshires
Prospect Berkshires
2 out of 5
50 Prospect Lake Rd, Egremont, MA
Stay at this hotel in Great Barrington. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Catamount Aerial Adventure Park and Catamount ...
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Prospect Berkshires
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! (634 reviews)
"Extremely clean , breakfast was very good"

Reviewed on Jul 5, 2025

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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 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! (507 reviews)
Hidden gem with a couple of major caveats
"I was going to review this place enthusiastically, and there were many things to be enthusiastic about at the price point. (Note, this is the Berkshire price point, for a Saturday night stay, several minutes from the summer home of the BSO, Tanglewood) Cheapest or one of the cheapest properties in ..."

Reviewed on Jul 7, 2025

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The Little Lion
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
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 ...
9.2/10 Wonderful! (711 reviews)
"You must drive pass the motel in the front to get to this hotel- but once there you'll be happy. Parking is complimentary - you will get excellent customer service - A clean hotel that is quiet - accessible with a pool- gym and free breakfast starting at 7am! Breakfast is delicious and well crafted. ..."

Reviewed on Jun 22, 2025

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Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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. ...
7.4/10 Good! (530 reviews)
"The staff was very friendly and the room was clean."

Reviewed on Apr 3, 2025

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Travelodge by Wyndham Great Barrington 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 ...
8.8/10 Excellent! (728 reviews)
"Very clean, the room is big, pillows and bed are comfortable, the small table next to window is our favorite. Curtains are great too."

Reviewed on Jul 7, 2025

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Monument Mountain Motel
Prospect Berkshires
Prospect Berkshires
2 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 ...
9/10 Wonderful! (2 reviews)
Loved it - great new hotel!!
"So fantastic!! The cabins are gorgeous and very well appointed. We are going back!"

Reviewed on Jul 7, 2025

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Prospect Berkshires
See all 1,526 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.