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Great Barrington

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Great Barrington Flights as Low as $92

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

Spirit Airlines
Thu, Aug 28 - Sun, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$92 Roundtrip, found 23 hours ago
$92
Roundtrip
found 23 hours ago
Select Spirit Airlines flight, departing Thu, Aug 28 from Orlando Intl. to Bradley Intl., returning Sun, Aug 31, priced at $92 found 23 hours ago
Breeze Airways
Sat, Aug 30 - Sun, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$93 Roundtrip, found 19 hours ago
$93
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Sun, Aug 31, priced at $93 found 19 hours ago
Spirit Airlines
Sat, Aug 30 - Sun, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$100 Roundtrip, found 19 hours ago
$100
Roundtrip
found 19 hours ago
Select Spirit Airlines flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Sun, Aug 31, priced at $100 found 19 hours ago
Breeze Airways
Fri, Aug 29 - Sun, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$102 Roundtrip, found 20 hours ago
$102
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Fri, Aug 29 from Orlando Intl. to Bradley Intl., returning Sun, Aug 31, priced at $102 found 20 hours ago
Breeze Airways
Sat, Aug 30 - Sun, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$103 Roundtrip, found 19 hours ago
$103
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Sun, Aug 31, priced at $103 found 19 hours ago
Frontier Airlines
Thu, Aug 28 - Mon, Sep 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$117 Roundtrip, found 3 days ago
$117
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Aug 28 from Orlando Intl. to Bradley Intl., returning Mon, Sep 1, priced at $117 found 3 days ago
JetBlue Airways
Thu, Aug 28 - Tue, Sep 2
MCO
Orlando Intl.
BDL
Bradley Intl.
$139 Roundtrip, found 3 days ago
$139
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Thu, Aug 28 from Orlando Intl. to Bradley Intl., returning Tue, Sep 2, priced at $139 found 3 days ago
Breeze Airways
Thu, Sep 4 - Tue, Sep 9
MCO
Orlando Intl.
ALB
Albany Intl.
$143 Roundtrip, found 1 day ago
$143
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Tue, Sep 9, priced at $143 found 1 day ago
American Airlines
Sat, Aug 30 - Sun, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$159 Roundtrip, found 19 hours ago
$159
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Sun, Aug 31, priced at $159 found 19 hours ago
United
Thu, Oct 30 - Mon, Nov 3
IAD
Washington Dulles Intl.
BDL
Bradley Intl.
$189 Roundtrip, found 16 hours ago
$189
Roundtrip
found 16 hours ago
Select United flight, departing Thu, Oct 30 from Washington Dulles Intl. to Bradley Intl., returning Mon, Nov 3, priced at $189 found 16 hours ago
United
Thu, Dec 25 - Sun, Dec 28
IAD
Washington Dulles Intl.
ALB
Albany Intl.
$194 Roundtrip, found 10 hours ago
$194
Roundtrip
found 10 hours ago
Select United flight, departing Thu, Dec 25 from Washington Dulles Intl. to Albany Intl., returning Sun, Dec 28, priced at $194 found 10 hours ago
Delta
Thu, Nov 6 - Mon, Nov 10
MCO
Orlando Intl.
ALB
Albany Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Nov 6 from Orlando Intl. to Albany Intl., returning Mon, Nov 10, priced at $197 found 1 day ago
American Airlines
Tue, Aug 26 - Sat, Aug 30
SFO
San Francisco Intl.
ALB
Albany Intl.
$239 Roundtrip, found 19 hours ago
$239
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Tue, Aug 26 from San Francisco Intl. to Albany Intl., returning Sat, Aug 30, priced at $239 found 19 hours ago
Bargain Flight
Fri, Aug 22 - Sun, Aug 24
TUL
Tulsa Intl.
ALB
Albany Intl.
$254 Roundtrip, found 15 hours ago
$254
Roundtrip
found 15 hours ago
Select Bargain Flight flight, departing Fri, Aug 22 from Tulsa Intl. to Albany Intl., returning Sun, Aug 24, priced at $254 found 15 hours ago
Delta
Wed, Aug 20 - Sat, Aug 23
SFO
San Francisco Intl.
BDL
Bradley Intl.
$281 Roundtrip, found 6 hours ago
$281
Roundtrip
found 6 hours ago
Select Delta flight, departing Wed, Aug 20 from San Francisco Intl. to Bradley Intl., returning Sat, Aug 23, priced at $281 found 6 hours ago
American Airlines
Thu, Aug 14 - Tue, Aug 19
TUL
Tulsa Intl.
BDL
Bradley Intl.
$408 Roundtrip, found 2 days ago
$408
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Aug 14 from Tulsa Intl. to Bradley Intl., returning Tue, Aug 19, priced at $408 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 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 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 $92, 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 $92 right now, why wait?

Great Barrington Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$92

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)
"Property was very nice clean rooms"

Reviewed on Jul 29, 2025

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Quality Inn
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! (641 reviews)
"Nice stay overall, but way overpriced for a Holiday Inn!! The breakfast was underwhelming."

Reviewed on Jul 27, 2025

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Holiday Inn Express Hotel & Suites Great Barrington by IHG
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! (720 reviews)
"Didn’t like that the air conditioning and fan turned off . We woke up several times during the night because of the lack of sound and the room got warmer until the thermostat started the AC up again."

Reviewed on Jul 29, 2025

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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
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! (518 reviews)
"The A/C was noisy - maybe a bad bearing? It would be helpful if the shower had a shelf - I bring my own shampoo. This was our first time with contactless check in - went OK."

Reviewed on Jul 27, 2025

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The Little Lion
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! (535 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! (732 reviews)
"It is quiet."

Reviewed on Jul 21, 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
Gedney Farm

Gedney Farm

3.5 out of 5
34 Hartsville-New Marlborough Rd, Great Barrington, MA
Stay at this 3.5-star hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Questing and New Marlborough Town Library ...
9.2/10 Wonderful! (125 reviews)
Gedney farm visit
"We enjoyed our stay very much. The location was perfect. We brought our dog who loved the walking trails and the room. The shower was modern and wonderful. The bed was comfortable."

Reviewed on Jul 28, 2025

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Gedney Farm
See all 1,538 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.