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Great Barrington

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Great Barrington Flights as Low as $138

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

Frontier Airlines
Sun, Jan 12 - Fri, Jan 24
ORD
O'Hare Intl.
BDL
Bradley Intl.
$138 Roundtrip, found 6 days ago
$138
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sun, Jan 12 from O'Hare Intl. to Bradley Intl., returning Fri, Jan 24, priced at $138 found 6 days ago
Frontier Airlines
Mon, Jan 13 - Fri, Jan 24
ORD
O'Hare Intl.
BDL
Bradley Intl.
$148 Roundtrip, found 6 days ago
$148
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Mon, Jan 13 from O'Hare Intl. to Bradley Intl., returning Fri, Jan 24, priced at $148 found 6 days ago
Frontier Airlines
Sat, Dec 7 - Mon, Dec 9
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$149 Roundtrip, found 6 days ago
$149
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Dec 7 from Luis Munoz Marin Intl. to Bradley Intl., returning Mon, Dec 9, priced at $149 found 6 days ago
Frontier Airlines
Thu, Nov 28 - Thu, Dec 5
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$155 Roundtrip, found 6 days ago
$155
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Nov 28 from Luis Munoz Marin Intl. to Bradley Intl., returning Thu, Dec 5, priced at $155 found 6 days ago
Frontier Airlines
Thu, Dec 19 - Wed, Dec 25
ORD
O'Hare Intl.
BDL
Bradley Intl.
$158 Roundtrip, found 4 days ago
$158
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Dec 19 from O'Hare Intl. to Bradley Intl., returning Wed, Dec 25, priced at $158 found 4 days ago
Frontier Airlines
Sat, Dec 7 - Mon, Dec 9
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$162 Roundtrip, found 6 days ago
$162
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Dec 7 from Luis Munoz Marin Intl. to Bradley Intl., returning Mon, Dec 9, priced at $162 found 6 days ago
Spirit Airlines
Thu, Jan 23 - Sun, Jan 26
ORD
O'Hare Intl.
BDL
Bradley Intl.
$205 Roundtrip, found 6 days ago
$205
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Thu, Jan 23 from O'Hare Intl. to Bradley Intl., returning Sun, Jan 26, priced at $205 found 6 days ago
United
Sat, Dec 7 - Mon, Dec 9
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$258 Roundtrip, found 6 days ago
$258
Roundtrip
found 6 days ago
Select United flight, departing Sat, Dec 7 from Luis Munoz Marin Intl. to Bradley Intl., returning Mon, Dec 9, priced at $258 found 6 days ago
Delta
Tue, Dec 3 - Tue, Dec 17
PHX
Sky Harbor Intl.
BDL
Bradley Intl.
$263 Roundtrip, found 4 days ago
$263
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Dec 3 from Sky Harbor Intl. to Bradley Intl., returning Tue, Dec 17, priced at $263 found 4 days ago
JetBlue Airways
Sat, May 10 - Sat, May 17
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$279 Roundtrip, found 1 day ago
$279
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, May 10 from Luis Munoz Marin Intl. to Bradley Intl., returning Sat, May 17, priced at $279 found 1 day ago
Delta
Wed, Dec 25 - Wed, Jan 1
ORD
O'Hare Intl.
ALB
Albany Intl.
$303 Roundtrip, found 2 days ago
$303
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Dec 25 from O'Hare Intl. to Albany Intl., returning Wed, Jan 1, priced at $303 found 2 days ago
American Airlines
Sat, Feb 1 - Sat, Feb 8
ORD
O'Hare Intl.
ALB
Albany Intl.
$309 Roundtrip, found 2 days ago
$309
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Feb 1 from O'Hare Intl. to Albany Intl., returning Sat, Feb 8, priced at $309 found 2 days ago
Delta
Wed, Dec 25 - Wed, Jan 1
LAX
Los Angeles Intl.
BDL
Bradley Intl.
$330 Roundtrip, found 4 days ago
$330
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Dec 25 from Los Angeles Intl. to Bradley Intl., returning Wed, Jan 1, priced at $330 found 4 days ago
Delta
Thu, Nov 28 - Fri, Dec 6
LAX
Los Angeles Intl.
ALB
Albany Intl.
$436 Roundtrip, found 5 days ago
$436
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Nov 28 from Los Angeles Intl. to Albany Intl., returning Fri, Dec 6, priced at $436 found 5 days ago
American Airlines
Tue, Dec 3 - Fri, Dec 6
PHX
Sky Harbor Intl.
ALB
Albany Intl.
$463 Roundtrip, found 1 day ago
$463
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Dec 3 from Sky Harbor Intl. to Albany Intl., returning Fri, Dec 6, priced at $463 found 1 day ago
Breeze Airways
Fri, Dec 27 - Thu, Jan 2
LAX
Los Angeles Intl.
BDL
Bradley Intl.
$711 Roundtrip, found 4 days ago
$711
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Dec 27 from Los Angeles Intl. to Bradley Intl., returning Thu, Jan 2, priced at $711 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 January, 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 $138, 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 $138 right now, why wait?

Great Barrington Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$103

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 $80 per night from Dec 11 to Dec 12
$80
includes taxes & fees
Dec 11 - Dec 12
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! (1,000 reviews)
"The young man who worked the Saturday evening shift until 11 ,was a true gentleman"

Reviewed on Nov 18, 2024

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 $132 per night from Dec 10 to Dec 11
$132
includes taxes & fees
Dec 10 - Dec 11
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! (564 reviews)
"Look clean, great staffs."

Reviewed on Nov 18, 2024

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 Dec 1 to Dec 2
$170
includes taxes & fees
Dec 1 - Dec 2
Book a stay at this family-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! (672 reviews)
"Great hotel with nice staff and facilities. Close to grocery, restaurants and Stockbridge tourist attractions."

Reviewed on Oct 26, 2024

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Monument Mountain Motel
Monument Mountain Motel
2.5 out of 5
247 Stockbridge Rd, Great Barrington, MA
The price is $78 per night from Nov 27 to Nov 28
$78
includes taxes & fees
Nov 27 - Nov 28
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! (679 reviews)
"Nice people operating a very clean, comfortable motel. A bargain."

Reviewed on Nov 17, 2024

Monument Mountain Motel
The Little Lion
The Little Lion
3 out of 5
506 Stockbridge Road, Great Barrington, MA
The price is $85 per night from Dec 10 to Dec 11
$85
includes taxes & fees
Dec 10 - Dec 11
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! (435 reviews)
great for road trips
"this is a great little roadside motel that is perfect for road trips. clean and convenient. close to hoking if you like. minimal but totally fine. it’s what you want on a road trip"

Reviewed on Nov 22, 2024

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
The price is $77 per night from Dec 1 to Dec 2
$77
includes taxes & fees
Dec 1 - Dec 2
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! (512 reviews)
"Not many tv channels to select from"

Reviewed on Nov 3, 2024

Travelodge by Wyndham Great Barrington Berkshires
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
The price is $203 per night from Dec 12 to Dec 13
$203
includes taxes & fees
Dec 12 - Dec 13
Stay at this 3.5-star spa hotel in Stockbridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,000 reviews)
"The room was comfortable and quiet."

Reviewed on Nov 26, 2024

The Red Lion Inn
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is $134 per night from Nov 27 to Nov 28
$134
includes taxes & fees
Nov 27 - Nov 28
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! (445 reviews)
"Beautiful room and very comfy and convenient location."

Reviewed on Nov 23, 2024

Life House Berkshires
See all 1,442 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.