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Great Barrington

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Great Barrington Flights as Low as $133

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

Spirit Airlines
Thu, Jun 12 - Sun, Jun 15
DTW
Detroit Metropolitan Wayne County
BDL
Bradley Intl.
$133 Roundtrip, found 2 days ago
$133
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Jun 12 from Detroit Metropolitan Wayne County to Bradley Intl., returning Sun, Jun 15, priced at $133 found 2 days ago
Spirit Airlines
Mon, Jun 9 - Sun, Jun 15
DTW
Detroit Metropolitan Wayne County
BDL
Bradley Intl.
$148 Roundtrip, found 2 days ago
$148
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Mon, Jun 9 from Detroit Metropolitan Wayne County to Bradley Intl., returning Sun, Jun 15, priced at $148 found 2 days ago
Spirit Airlines
Wed, Jun 11 - Sun, Jun 15
DTW
Detroit Metropolitan Wayne County
BDL
Bradley Intl.
$150 Roundtrip, found 2 days ago
$150
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, Jun 11 from Detroit Metropolitan Wayne County to Bradley Intl., returning Sun, Jun 15, priced at $150 found 2 days ago
American Airlines
Tue, Aug 5 - Tue, Aug 12
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$151 Roundtrip, found 17 hours ago
$151
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Tue, Aug 5 from Charlotte-Douglas Intl. to Bradley Intl., returning Tue, Aug 12, priced at $151 found 17 hours ago
Spirit Airlines
Thu, Jun 12 - Thu, Jun 19
DTW
Detroit Metropolitan Wayne County
BDL
Bradley Intl.
$162 Roundtrip, found 2 days ago
$162
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Jun 12 from Detroit Metropolitan Wayne County to Bradley Intl., returning Thu, Jun 19, priced at $162 found 2 days ago
American Airlines
Mon, Aug 4 - Sat, Aug 9
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$170 Roundtrip, found 4 days ago
$170
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Aug 4 from Charlotte-Douglas Intl. to Bradley Intl., returning Sat, Aug 9, priced at $170 found 4 days ago
Spirit Airlines
Thu, Jun 12 - Fri, Jun 20
DTW
Detroit Metropolitan Wayne County
BDL
Bradley Intl.
$173 Roundtrip, found 2 days ago
$173
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Jun 12 from Detroit Metropolitan Wayne County to Bradley Intl., returning Fri, Jun 20, priced at $173 found 2 days ago
Spirit Airlines
Sun, Jun 15 - Mon, Jun 16
DTW
Detroit Metropolitan Wayne County
BDL
Bradley Intl.
$173 Roundtrip, found 2 days ago
$173
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sun, Jun 15 from Detroit Metropolitan Wayne County to Bradley Intl., returning Mon, Jun 16, priced at $173 found 2 days ago
Spirit Airlines
Mon, Jun 9 - Thu, Jun 19
DTW
Detroit Metropolitan Wayne County
BDL
Bradley Intl.
$178 Roundtrip, found 2 days ago
$178
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Mon, Jun 9 from Detroit Metropolitan Wayne County to Bradley Intl., returning Thu, Jun 19, priced at $178 found 2 days ago
Bargain Flight
Sat, May 17 - Wed, May 28
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$190 Roundtrip, found 1 day ago
$190
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Sat, May 17 from Charlotte-Douglas Intl. to Bradley Intl., returning Wed, May 28, priced at $190 found 1 day ago
Delta
Tue, Aug 5 - Tue, Aug 12
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$197 Roundtrip, found 17 hours ago
$197
Roundtrip
found 17 hours ago
Select Delta flight, departing Tue, Aug 5 from Charlotte-Douglas Intl. to Bradley Intl., returning Tue, Aug 12, priced at $197 found 17 hours ago
Frontier Airlines
Thu, May 8 - Sat, May 10
DTW
Detroit Metropolitan Wayne County
BDL
Bradley Intl.
$222 Roundtrip, found 3 days ago
$222
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, May 8 from Detroit Metropolitan Wayne County to Bradley Intl., returning Sat, May 10, priced at $222 found 3 days ago
Spirit Airlines
Mon, Jun 16 - Sat, Jun 21
PHL
Philadelphia Intl.
BDL
Bradley Intl.
$281 Roundtrip, found 1 day ago
$281
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, Jun 16 from Philadelphia Intl. to Bradley Intl., returning Sat, Jun 21, priced at $281 found 1 day ago
American Airlines
Fri, Jun 6 - Sun, Jun 8
CLT
Charlotte-Douglas Intl.
ALB
Albany Intl.
$293 Roundtrip, found 4 days ago
$293
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Jun 6 from Charlotte-Douglas Intl. to Albany Intl., returning Sun, Jun 8, priced at $293 found 4 days ago
Delta
Tue, Jun 3 - Tue, Jun 10
TUS
Tucson Intl.
BDL
Bradley Intl.
$312 Roundtrip, found 20 hours ago
$312
Roundtrip
found 20 hours ago
Select Delta flight, departing Tue, Jun 3 from Tucson Intl. to Bradley Intl., returning Tue, Jun 10, priced at $312 found 20 hours ago
JetBlue Airways
Sat, May 10 - Tue, May 13
DTW
Detroit Metropolitan Wayne County
BDL
Bradley Intl.
$520 Roundtrip, found 2 days ago
$520
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, May 10 from Detroit Metropolitan Wayne County to Bradley Intl., returning Tue, May 13, priced at $520 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 June, 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 $133, 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 $133 right now, why wait?

Great Barrington Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$132

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 $85 per night from May 18 to May 19
$85
includes taxes & fees
May 18 - May 19
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)
Simple and nice folks.
"Sign for the Hotel could be bigger or improved lighting. Tree covers sign when dark. Easy to miss entrance when dark if you were not using GPS. Exit no better. Music in lobby in the morning is calming and welcoming. No tv is great!"

Reviewed on Apr 28, 2025

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
The price is $139 per night from May 11 to May 12
$139
includes taxes & fees
May 11 - May 12
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! (613 reviews)
Perfect hotel Berkshires stay
"The rooms were clean and comfortable and spacious. The breakfast was expansive given the small size of the hotel and was a great thing for our daughter. Met with business people there and had a great time in the pool!"

Reviewed on Apr 28, 2025

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
The price is $169 per night from May 26 to May 27
$169
includes taxes & fees
May 26 - May 27
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! (697 reviews)
"Nice property right in town. Close to shops and restaurants"

Reviewed on Apr 28, 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 $85 per night from May 18 to May 19
$85
includes taxes & fees
May 18 - May 19
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! (482 reviews)
"I had a great time at this motel. It was close to hiking trails that I was doing. It was extremely dog friendly. A lastly, it was a close drive to all the good shopping and in town."

Reviewed on Apr 25, 2025

The Little Lion
Monument Mountain Motel
Monument Mountain Motel
2.5 out of 5
247 Stockbridge Rd, Great Barrington, MA
The price is $89 per night from May 11 to May 12
$89
includes taxes & fees
May 11 - May 12
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! (710 reviews)
"Good for a night or maybe two. Fridge realy needed to be cleaned but all else seemed good. Staff very friendly"

Reviewed on Apr 27, 2025

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
The price is $77 per night from May 15 to May 16
$77
includes taxes & fees
May 15 - May 16
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! (523 reviews)
"The staff was very friendly and the room was clean."

Reviewed on Apr 3, 2025

Travelodge by Wyndham Great Barrington Berkshires
East Rock Inn
East Rock Inn
2 out of 5
304 State Rd, Great Barrington, MA
The price is $176 per night from May 4 to May 5
$176
includes taxes & fees
May 4 - May 5
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 $115 per night from May 4 to May 5
$115
includes taxes & fees
May 4 - May 5
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! (573 reviews)
Beautiful & Affordable!
"Excellent experience and gorgeous property! Will stay again next time we visit the Berkshires."

Reviewed on Apr 27, 2025

Life House Berkshires
See all 1,496 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.