Cheap Flights to Great Barrington from $49

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How Much Does it Cost To Fly To Great Barrington?

The cheapest prices found with in the last 7 days for return flights were $84 and $49 for one-way flights to Great Barrington for the period specified. Prices and availability are subject to change. Additional terms apply

Mon, Oct 26 - Mon, Nov 2
PIE
St. Petersburg-Clearwater Intl.
ALB
Albany Intl.
$84 Roundtrip, found 5 days ago
$84
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Mon, Oct 26 from St. Petersburg-Clearwater Intl. to Albany Intl., returning Mon, Nov 2, priced at $84 found 5 days ago
OriginDestinationTravel DatesFlights From*
MCOWindsor LocksNovember 12 to November 15$98
FLLLathamSeptember 6 to September 10$98
MCOLathamNovember 12 to November 17$145
TPAWindsor LocksOctober 2 to October 4$154
FLLWindsor LocksNovember 13 to November 16$164
DCAWindsor LocksNovember 12 to November 14$205
CLTWindsor LocksOctober 20 to October 24$226
ORDWindsor LocksSeptember 26 to September 28$240
DCALathamSeptember 11 to September 13$257
SJULathamAugust 29 to August 30$257
ORDLathamSeptember 11 to September 11$261
LAXLathamNovember 2 to November 3$272
LAXWindsor LocksSeptember 12 to September 19$275
CLTLathamSeptember 10 to September 14$293
DENLathamSeptember 5 to September 5$439
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
SJUWindsor LocksAugust 14 to August 17$330
FLLLathamAugust 15 to August 20$335
CLTLathamAugust 14 to August 19$336
ATLWindsor LocksAugust 14 to August 21$355
MCOWindsor LocksAugust 14 to August 15$355
TPAWindsor LocksAugust 14 to August 19$356
FLLWindsor LocksAugust 15 to August 22$387
MCOLathamAugust 15 to August 19$483
PIELathamAugust 14 to August 17$484
ATLLathamAugust 15 to August 17$485
SJULathamAugust 14 to August 26$487
LAXLathamAugust 15 to August 18$544
LAXWindsor LocksAugust 14 to August 17$579
DENWindsor LocksAugust 16 to August 19$640
CLTWindsor LocksAugust 15 to August 17$772
*Prices include taxes and fees

Great Barrington Flight Information

Traveling to
Great Barrington
Lowest Price
$84
Number of Airlines Serving
Airlines Serving
Frontier Airlines, Allegiant Air
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Great Barrington Accommodation Deals

Lantern House Motel

Lantern House Motel

2.5 out of 5
256 Stockbridge Road Great Barrington MA
Stay at this motel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Housatonic River and Lake Mansfield Park are located ...
8.2/10 Very Good! (455 reviews)
Avoid staying here if you can.
"The fact that they require a vaccine card should be mentioned in their Hotels.com profile. Luckily for me I had it in my car. I don't mind if some hotel owners want to require it, but it should be pretty clearly stated. The owner told me that I didn't need to use the air conditioner, that I should ..."

Reviewed on Nov 22, 2021

Get rates
Opens in a new windowLantern House Motel
Monument Mountain Motel

Monument Mountain Motel

2.5 out of 5
247 Stockbridge Rd Great Barrington MA
$95 nightly
The price is $106 total per night from Sep 1 to Sep 2
$106 total
Sep 1 - Sep 2
Total with taxes and fees
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 ...
9/10 Wonderful! (896 reviews)
"Monument Mountain Motel is the best no-frills stay in the Berkshires and beyond. We’ve stayed there many times and have always been impressed by how super clean, quiet and comfortable the rooms are. The staff is extremely friendly and helpful, too."

Reviewed on Aug 9, 2026

Opens in a new windowMonument Mountain Motel
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
$93 nightly
The price is $103 total per night from Sep 1 to Sep 2
$103 total
Sep 1 - Sep 2
Total with taxes and fees
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 ...
8.6/10 Excellent! (1,020 reviews)
"There wasn't a nutritious item on the breakfast menu, unless you count the mini-containers of yogurt. Not even an apple or banana. Other hotels at this price point-- close to $250 a night!-- do much better. The room was depressing--old curtains, dated bathroom, low ceiling-- and I didn't realize ..."

Reviewed on Aug 10, 2026

Opens in a new windowQuality Inn Great Barrington
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Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2 out of 5
400 Stockbridge Rd Great Barrington MA
$79 nightly
The price is $88 total per night from Sep 1 to Sep 2
$88 total
Sep 1 - Sep 2
Total with taxes and fees
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. ...
Opens in a new windowTravelodge by Wyndham Great Barrington Berkshires
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.

Luxury Hotels in Great Barrington

Lantern House Motel

Lantern House Motel

2.5 out of 5
256 Stockbridge Road Great Barrington MA
Stay at this motel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Housatonic River and Lake Mansfield Park are located ...
8.2/10 Very Good! (455 reviews)
Avoid staying here if you can.
"The fact that they require a vaccine card should be mentioned in their Hotels.com profile. Luckily for me I had it in my car. I don't mind if some hotel owners want to require it, but it should be pretty clearly stated. The owner told me that I didn't need to use the air conditioner, that I should ..."

Reviewed on Nov 22, 2021

Get rates
Opens in a new windowLantern House Motel
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2 out of 5
400 Stockbridge Rd Great Barrington MA
$79 nightly
The price is $88 total per night from Sep 1 to Sep 2
$88 total
Sep 1 - Sep 2
Total with taxes and fees
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. ...
Opens in a new windowTravelodge by Wyndham Great Barrington Berkshires
Monument Mountain Motel

Monument Mountain Motel

2.5 out of 5
247 Stockbridge Rd Great Barrington MA
$95 nightly
The price is $106 total per night from Sep 1 to Sep 2
$106 total
Sep 1 - Sep 2
Total with taxes and fees
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 ...
9/10 Wonderful! (896 reviews)
"Monument Mountain Motel is the best no-frills stay in the Berkshires and beyond. We’ve stayed there many times and have always been impressed by how super clean, quiet and comfortable the rooms are. The staff is extremely friendly and helpful, too."

Reviewed on Aug 9, 2026

Opens in a new windowMonument Mountain Motel
Save an average of 15% on thousands of hotels when you're signed in
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Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
$93 nightly
The price is $103 total per night from Sep 1 to Sep 2
$103 total
Sep 1 - Sep 2
Total with taxes and fees
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 ...
8.6/10 Excellent! (1,020 reviews)
"There wasn't a nutritious item on the breakfast menu, unless you count the mini-containers of yogurt. Not even an apple or banana. Other hotels at this price point-- close to $250 a night!-- do much better. The room was depressing--old curtains, dated bathroom, low ceiling-- and I didn't realize ..."

Reviewed on Aug 10, 2026

Opens in a new windowQuality Inn 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.

Family Friendly Hotels in Great Barrington

Lantern House Motel

Lantern House Motel

2.5 out of 5
256 Stockbridge Road Great Barrington MA
Stay at this motel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Housatonic River and Lake Mansfield Park are located ...
8.2/10 Very Good! (455 reviews)
Avoid staying here if you can.
"The fact that they require a vaccine card should be mentioned in their Hotels.com profile. Luckily for me I had it in my car. I don't mind if some hotel owners want to require it, but it should be pretty clearly stated. The owner told me that I didn't need to use the air conditioner, that I should ..."

Reviewed on Nov 22, 2021

Get rates
Opens in a new windowLantern House Motel
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

3 out of 5
249 Stockbridge Rd Great Barrington MA
$195 nightly
The price is $217 total per night from Aug 17 to Aug 18
$217 total
Aug 17 - Aug 18
Total with taxes and fees
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 ...
Opens in a new windowFairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2 out of 5
400 Stockbridge Rd Great Barrington MA
$79 nightly
The price is $88 total per night from Sep 1 to Sep 2
$88 total
Sep 1 - Sep 2
Total with taxes and fees
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. ...
Opens in a new windowTravelodge by Wyndham Great Barrington Berkshires
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
$93 nightly
The price is $103 total per night from Sep 1 to Sep 2
$103 total
Sep 1 - Sep 2
Total with taxes and fees
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 ...
8.6/10 Excellent! (1,020 reviews)
"There wasn't a nutritious item on the breakfast menu, unless you count the mini-containers of yogurt. Not even an apple or banana. Other hotels at this price point-- close to $250 a night!-- do much better. The room was depressing--old curtains, dated bathroom, low ceiling-- and I didn't realize ..."

Reviewed on Aug 10, 2026

Opens in a new windowQuality Inn 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.

Best Great Barrington Flight and Hotel Packages

Great Barrington flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Four Points by Sheraton Albany

Four Points by Sheraton Albany

3 out of 5
Price was $668, price is now $606 per person
$606
per person
Sep 25 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Savannah (SAV) to Albany (ALB)
Sunshine Inn

Sunshine Inn

2 out of 5
Price was $945, price is now $857 per person
$857
per person
Sep 17 - Sep 20
found 17 hours ago
Roundtrip non-stop flight included
Spokane (GEG) to Albany (ALB)
27 Lincoln

27 Lincoln

2 out of 5
Price was $1,101, price is now $1,004 per person
$1,004
per person
Sep 17 - Sep 20
found 17 hours ago
Roundtrip non-stop flight included
Spokane (GEG) to Albany (ALB)
Don't see what you're looking for?
See all available trips from Savannah to Great Barrington
View all trips

Need a Car For After Your Flight?

Compact SUV

  • 5 people
  • Unlimited mileage
Albany, New York, USA

$69

$229 total
found 3 days ago
Compact SUV undefined

Standard SUV

  • 5 people
  • Unlimited mileage
Albany, New York, USA

$82

$220 total
found 3 days ago
Standard SUV undefined

Midsize SUV

  • 5 people
  • Unlimited mileage
Albany, New York, USA

$82

$219 total
found 3 days ago
Midsize SUV undefined

Economy

  • 4 people
  • Unlimited mileage
Albany, New York, USA

$88

$259 total
found 3 days ago
Economy undefined
Lowest prices found within the past 3 days. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Which airlines fly to Great Barrington?
Get comfortable in your seatand take to the airaboard one of the11airlines that fly into Great Barrington.Some of the most respectable carriersare:

  • American Airlines
  • Delta Air Lines
  • Southwest Airlines

What airport is best to fly into Great Barrington?
Who enjoys getting caught up in traffic jams while rushing to a flight on the opposite side of the city? Be smart. Great Barrington is home to quite a few airports, so think about which one is closest to where you're staying. These are the city's major airports:

  • Bradley International Airport – 40 mi from downtown
  • Albany International Airport – 45 mi from downtown
  • HFD – 45 mi from downtown

Where to stay in Great Barrington
Every extraordinary journey begins with just one step — as well as a nice place to lay your weary head! Lock in your Great Barrington accommodations through Travelocity and you'll have 286 options to select from.Eager for a taste of the high life on your vacation? Lock in a lavish room with fancy extras at the The Barrington. If you'd rather be more economical with your accommodations, consider a budget property like the Days Inn by Wyndham Great Barrington.
Places to visit in Great Barrington
Indulge in the feeling of the powdery white snow as you glide down the mountains at Ski Butternut. Need some more options? Don't miss out on the wonderful natural beauty at Housatonic River Walk. This trail is popular with those wanting a leisurely walk. But there's more. Indulge your love of the natural world by spending some time at Lake Mansfield Park, a local recreational area.
How to get through airport security fast when traveling to Great Barrington
Make your flight to Great Barrington that little bit easier by following these handy security tips:

  • Ensure your boarding pass and travel ID are not hard to access. You will be asked to show them straightaway.
  • You'll have to place your music on pause for a little while. Headphones need to be removed and put in a tub for X-raying. The same goes for items such as heavy jackets and belts.
  • Electronics such as phones, laptops and cameras need to be put through the X-ray machine separately. Be sure they're easily accessible.
  • When you approach the security checkpoint, you'll be asked to put all creams, liquids and gels in a separate tray for scanning. Make sure they're all in containers no larger than 3.4 ounces (100 milliliters) and sealed in a clear zip-lock bag.
  • Give some thought to the type of footwear you want to fly in. Slippers are awesome because they're a cinch to slip out of when you're at the security checkpoint. Try wearing some on your next flight!
  • Stash any multi-tools or other dangerous items inside your checked luggage. Security personnel don't permit these aboard the aircraft.

Plane Tickets To Great Barrington

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Great Barrington. Browse through our inventory to explore a wide range of cheap flights to Great Barrington to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Great Barrington as you anxiously await to exit the plane and explore what Great Barrington has to offer. Considering all the amazing local food and culture in Great Barrington, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Great Barrington to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Great Barrington without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Great Barrington with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Great Barrington today!

Explore More Ways to Travel with Travelocity

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.