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Great Barrington

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Great Barrington Flights as Low as $109

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

Frontier Airlines
Tue, Apr 15 - Sat, Apr 19
MCO
Orlando Intl.
BDL
Bradley Intl.
$109 Roundtrip, found 5 days ago
$109
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Apr 15 from Orlando Intl. to Bradley Intl., returning Sat, Apr 19, priced at $109 found 5 days ago
Frontier Airlines
Mon, Apr 14 - Sat, Apr 19
MCO
Orlando Intl.
BDL
Bradley Intl.
$118 Roundtrip, found 9 hours ago
$118
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Mon, Apr 14 from Orlando Intl. to Bradley Intl., returning Sat, Apr 19, priced at $118 found 9 hours ago
Frontier Airlines
Tue, Apr 15 - Sat, Apr 19
MCO
Orlando Intl.
BDL
Bradley Intl.
$119 Roundtrip, found 9 hours ago
$119
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Tue, Apr 15 from Orlando Intl. to Bradley Intl., returning Sat, Apr 19, priced at $119 found 9 hours ago
American Airlines
Thu, May 22 - Mon, May 26
MCO
Orlando Intl.
BDL
Bradley Intl.
$138 Roundtrip, found 5 days ago
$138
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, May 22 from Orlando Intl. to Bradley Intl., returning Mon, May 26, priced at $138 found 5 days ago
Spirit Airlines
Thu, May 22 - Mon, May 26
MCO
Orlando Intl.
BDL
Bradley Intl.
$142 Roundtrip, found 5 days ago
$142
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Thu, May 22 from Orlando Intl. to Bradley Intl., returning Mon, May 26, priced at $142 found 5 days ago
Frontier Airlines
Wed, Apr 16 - Sat, Apr 19
MCO
Orlando Intl.
BDL
Bradley Intl.
$144 Roundtrip, found 9 hours ago
$144
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Wed, Apr 16 from Orlando Intl. to Bradley Intl., returning Sat, Apr 19, priced at $144 found 9 hours ago
American Airlines
Sat, Jul 19 - Tue, Jul 22
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$145 Roundtrip, found 1 day ago
$145
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jul 19 from Charlotte-Douglas Intl. to Bradley Intl., returning Tue, Jul 22, priced at $145 found 1 day ago
Breeze Airways
Thu, May 22 - Mon, May 26
MCO
Orlando Intl.
BDL
Bradley Intl.
$147 Roundtrip, found 5 days ago
$147
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, May 22 from Orlando Intl. to Bradley Intl., returning Mon, May 26, priced at $147 found 5 days ago
Delta
Sat, May 17 - Wed, May 28
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$181 Roundtrip, found 4 days ago
$181
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, May 17 from Charlotte-Douglas Intl. to Bradley Intl., returning Wed, May 28, priced at $181 found 4 days ago
Spirit Airlines
Wed, Jun 25 - Tue, Jul 1
PHX
Sky Harbor Intl.
BDL
Bradley Intl.
$184 Roundtrip, found 3 days ago
$184
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Wed, Jun 25 from Sky Harbor Intl. to Bradley Intl., returning Tue, Jul 1, priced at $184 found 3 days ago
American Airlines
Wed, Apr 30 - Mon, May 5
MCO
Orlando Intl.
ALB
Albany Intl.
$208 Roundtrip, found 5 days ago
$208
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Apr 30 from Orlando Intl. to Albany Intl., returning Mon, May 5, priced at $208 found 5 days ago
United
Sat, May 3 - Tue, May 6
MCO
Orlando Intl.
ALB
Albany Intl.
$208 Roundtrip, found 6 days ago
$208
Roundtrip
found 6 days ago
Select United flight, departing Sat, May 3 from Orlando Intl. to Albany Intl., returning Tue, May 6, priced at $208 found 6 days ago
JetBlue Airways
Thu, May 15 - Tue, May 20
MCO
Orlando Intl.
ALB
Albany Intl.
$209 Roundtrip, found 5 days ago
$209
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Thu, May 15 from Orlando Intl. to Albany Intl., returning Tue, May 20, priced at $209 found 5 days ago
Delta
Mon, May 5 - Mon, May 12
GSO
Piedmont Triad Intl.
ALB
Albany Intl.
$238 Roundtrip, found 9 hours ago
$238
Roundtrip
found 9 hours ago
Select Delta flight, departing Mon, May 5 from Piedmont Triad Intl. to Albany Intl., returning Mon, May 12, priced at $238 found 9 hours ago
Bargain Flight
Sat, Sep 20 - Sat, Sep 27
PHX
Sky Harbor Intl.
ALB
Albany Intl.
$279 Roundtrip, found 13 hours ago
$279
Roundtrip
found 13 hours ago
Select Bargain Flight flight, departing Sat, Sep 20 from Sky Harbor Intl. to Albany Intl., returning Sat, Sep 27, priced at $279 found 13 hours ago
Delta
Tue, Sep 2 - Thu, Sep 4
CLT
Charlotte-Douglas Intl.
ALB
Albany Intl.
$327 Roundtrip, found 5 days ago
$327
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Sep 2 from Charlotte-Douglas Intl. to Albany Intl., returning Thu, Sep 4, priced at $327 found 5 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 April, 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 $109, 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 $109 right now, why wait?

Great Barrington Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$153

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 $75 per night from Apr 27 to Apr 28
$75
includes taxes & fees
Apr 27 - Apr 28
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)
"We like Great Barrington. This is a great location. This is a great value.. We will be back."

Reviewed on Mar 29, 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 1 to May 2
$139
includes taxes & fees
May 1 - May 2
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! (608 reviews)
"Staff was very nice and the room was clean and quiet."

Reviewed on Mar 28, 2025

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
The price is $85 per night from Apr 27 to Apr 28
$85
includes taxes & fees
Apr 27 - Apr 28
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! (478 reviews)
"A cozy little inn! I recommend it!"

Reviewed on Apr 9, 2025

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
The price is $161 per night from Apr 15 to Apr 16
$161
includes taxes & fees
Apr 15 - Apr 16
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! (695 reviews)
"Stayed a week while working in the area. Staff was super friendly, rooms were clean & quiet, mattresses pretty comfortable. The only thing keeping it from a solid 5 stars was the breakfast is not so good. Watery eggs just aren't my jam."

Reviewed on Apr 10, 2025

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 Apr 14 to Apr 15
$78
includes taxes & fees
Apr 14 - Apr 15
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! (708 reviews)
Clean and comfy for great price
"Manager (owner?) was friendly and helpful. Room was clean and spacious (had corner room). Very good for price. Some annoying ticking sound maybe from room heater throughout the night but otherwise no issues at all. Would stay here again."

Reviewed on Mar 29, 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 $84 per night from Apr 14 to Apr 15
$84
includes taxes & fees
Apr 14 - Apr 15
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 $170 per night from Apr 27 to Apr 28
$170
includes taxes & fees
Apr 27 - Apr 28
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 $108 per night from Apr 28 to Apr 29
$108
includes taxes & fees
Apr 28 - Apr 29
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! (549 reviews)
"Love the decor, amazing value for price"

Reviewed on Apr 11, 2025

Life House Berkshires
See all 1,460 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.