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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
Fri, Sep 5 - Mon, Sep 8
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$98 Roundtrip, found 3 hours ago
$98
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Fri, Sep 5 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Sep 8, priced at $98 found 3 hours ago
Spirit Airlines
Thu, Aug 14 - Thu, Aug 21
MCO
Orlando Intl.
BDL
Bradley Intl.
$100 Roundtrip, found 21 hours ago
$100
Roundtrip
found 21 hours ago
Select Spirit Airlines flight, departing Thu, Aug 14 from Orlando Intl. to Bradley Intl., returning Thu, Aug 21, priced at $100 found 21 hours ago
Breeze Airways
Fri, Aug 1 - Mon, Aug 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$103 Roundtrip, found 2 hours ago
$103
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Bradley Intl., returning Mon, Aug 4, priced at $103 found 2 hours ago
Breeze Airways
Fri, Aug 1 - Mon, Aug 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$108 Roundtrip, found 2 hours ago
$108
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Bradley Intl., returning Mon, Aug 4, priced at $108 found 2 hours ago
Spirit Airlines
Fri, Sep 26 - Mon, Sep 29
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$108 Roundtrip, just found
$108
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Sep 26 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Sep 29, priced at $108 just found
Spirit Airlines
Fri, Aug 15 - Mon, Aug 18
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$110 Roundtrip, found 11 hours ago
$110
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Fri, Aug 15 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Aug 18, priced at $110 found 11 hours ago
Breeze Airways
Fri, Oct 3 - Sun, Oct 5
TPA
Tampa Intl.
BDL
Bradley Intl.
$154 Roundtrip, found 1 day ago
$154
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Oct 3 from Tampa Intl. to Bradley Intl., returning Sun, Oct 5, priced at $154 found 1 day ago
Frontier Airlines
Sat, Jul 12 - Mon, Jul 14
MCO
Orlando Intl.
BDL
Bradley Intl.
$156 Roundtrip, found 8 hours ago
$156
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sat, Jul 12 from Orlando Intl. to Bradley Intl., returning Mon, Jul 14, priced at $156 found 8 hours ago
Breeze Airways
Thu, Sep 4 - Tue, Sep 9
MCO
Orlando Intl.
ALB
Albany Intl.
$157 Roundtrip, found 6 hours ago
$157
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Tue, Sep 9, priced at $157 found 6 hours ago
American Airlines
Tue, Aug 12 - Sat, Aug 23
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$160 Roundtrip, found 1 hour ago
$160
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Tue, Aug 12 from Charlotte-Douglas Intl. to Bradley Intl., returning Sat, Aug 23, priced at $160 found 1 hour ago
American Airlines
Tue, Jul 8 - Tue, Jul 15
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$166 Roundtrip, found 2 hours ago
$166
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, Jul 8 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, Jul 15, priced at $166 found 2 hours ago
JetBlue Airways
Wed, Aug 27 - Wed, Sep 3
MCO
Orlando Intl.
ALB
Albany Intl.
$167 Roundtrip, found 5 hours ago
$167
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Wed, Aug 27 from Orlando Intl. to Albany Intl., returning Wed, Sep 3, priced at $167 found 5 hours ago
Bargain Flight
Sat, Jul 19 - Tue, Jul 22
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$189 Roundtrip, found 3 days ago
$189
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Sat, Jul 19 from Charlotte-Douglas Intl. to Bradley Intl., returning Tue, Jul 22, priced at $189 found 3 days ago
Delta
Wed, Nov 5 - Tue, Nov 11
MCO
Orlando Intl.
ALB
Albany Intl.
$197 Roundtrip, found 1 hour ago
$197
Roundtrip
found 1 hour ago
Select Delta flight, departing Wed, Nov 5 from Orlando Intl. to Albany Intl., returning Tue, Nov 11, priced at $197 found 1 hour ago
Delta
Tue, Sep 16 - Wed, Sep 17
TPA
Tampa Intl.
ALB
Albany Intl.
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Sep 16 from Tampa Intl. to Albany Intl., returning Wed, Sep 17, priced at $207 found 1 day ago
Bargain Flight
Sat, Aug 16 - Sat, Aug 23
CLT
Charlotte-Douglas Intl.
ALB
Albany Intl.
$293 Roundtrip, found 21 hours ago
$293
Roundtrip
found 21 hours ago
Select Bargain Flight flight, departing Sat, Aug 16 from Charlotte-Douglas Intl. to Albany Intl., returning Sat, Aug 23, priced at $293 found 21 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 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 14 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)
"Clean, quiet hotel in Great Barrington. Staff members were kind and attentive. Easy parking and check in / check out."

Reviewed on Jun 17, 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! (630 reviews)
"Pleasant lobby, good breakfast, helpful staff, large room with frig."

Reviewed on Jun 18, 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! (704 reviews)
"I loved that the entire hotel staff was very friendly,welcoming and very professional. The hotel was very clean,quiet and convenient to everything. I look forward to going back."

Reviewed on Jun 9, 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! (499 reviews)
"Properly marketed and described. No particular amenities (aside from WiFi), but lots was apparently available at the mother ship, in town. But I wasn’t there for amenities, and I expect most guests weren’t. Clean room, easy parking, my dog was welcome. Busy road out front, but set back far night ..."

Reviewed on Jun 16, 2025

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The Little Lion
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! (719 reviews)
Sparking Clean, Best Value in GB!
"We love this place and have stayed here many times. No frills, clean room with a mini fridge, TV and nice shower. Though it’s near the road, once inside the room it’s quiet and cozy. The staff members are so friendly and accommodating. We’ll be back!"

Reviewed on Jun 2, 2025

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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. ...
7.4/10 Good! (527 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
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! (119 reviews)
"Great staff. Quiet.. and an excellent chef! Unique property and well worth it!"

Reviewed on Jun 19, 2025

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Gedney Farm
See all 1,519 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.