Cheap Flights to Great Barrington from $51

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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 $102 and $51 for one-way flights to Great Barrington for the period specified. Prices and availability are subject to change. Additional terms apply

Thu, Dec 3 - Sun, Dec 6
RIC
Richmond Intl.
BDL
Bradley Intl.
$102 Roundtrip, found 9 hours ago
$102
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Thu, Dec 3 from Richmond Intl. to Bradley Intl., returning Sun, Dec 6, priced at $102 found 9 hours ago
OriginDestinationTravel DatesFlights From*
FLLLathamOctober 29 to November 1$128
MCOWindsor LocksNovember 12 to November 16$160
TPAWindsor LocksOctober 31 to November 7$170
DCAWindsor LocksOctober 21 to October 24$180
DCALathamDecember 24 to January 5$181
SJUWindsor LocksOctober 30 to November 6$184
MCOLathamNovember 3 to November 8$227
ATLWindsor LocksNovember 19 to November 23$248
CLTWindsor LocksDecember 7 to December 10$288
LAXWindsor LocksDecember 3 to December 9$293
SJULathamOctober 23 to October 25$316
CLTLathamNovember 7 to November 9$317
DENWindsor LocksDecember 3 to December 10$328
ATLLathamDecember 2 to December 3$352
LAXLathamOctober 28 to November 2$357
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
SJUWindsor LocksOctober 2 to October 19$202
FLLLathamOctober 4 to October 11$262
MCOWindsor LocksOctober 3 to October 12$271
FLLWindsor LocksOctober 4 to October 7$322
TPAWindsor LocksOctober 3 to October 5$348
DCALathamOctober 3 to October 4$353
DCAWindsor LocksOctober 2 to October 4$394
MCOLathamOctober 4 to October 10$427
TPALathamOctober 3 to October 5$445
LAXWindsor LocksOctober 4 to October 6$475
CLTLathamOctober 3 to October 5$487
ATLLathamOctober 3 to October 5$538
ATLWindsor LocksOctober 4 to October 11$642
DENLathamOctober 4 to October 10$656
LAXLathamOctober 3 to October 9$695
*Prices include taxes and fees

Great Barrington Flight Information

Traveling to
Great Barrington
Lowest Price
$102
Number of Airlines Serving
Airlines Serving
Breeze Airways
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
$76 nightly
The price is $85 total per night from Oct 25 to Oct 26
$85 total
Oct 25 - Oct 26
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! (915 reviews)
"Small, modest accommodations but very clean and well kept. We stayed for 5 nights and loved our time there. The motel is within walking distance to the beautiful Great Barrington Main St., many restaurants and hiking trails."

Reviewed on Sep 20, 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
$101 nightly
The price is $113 total per night from Oct 18 to Oct 19
$113 total
Oct 18 - Oct 19
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 ...
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
$75 nightly
The price is $84 total per night from Sep 27 to Sep 28
$84 total
Sep 27 - Sep 28
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. ...
7.4/10 Good! (616 reviews)
"Needs work. Landscape is forgotten. Paint peeling on the porches and bathroom ceiling"

Reviewed on Sep 12, 2026

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
$75 nightly
The price is $84 total per night from Sep 27 to Sep 28
$84 total
Sep 27 - Sep 28
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. ...
7.4/10 Good! (616 reviews)
"Needs work. Landscape is forgotten. Paint peeling on the porches and bathroom ceiling"

Reviewed on Sep 12, 2026

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
$76 nightly
The price is $85 total per night from Oct 25 to Oct 26
$85 total
Oct 25 - Oct 26
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! (915 reviews)
"Small, modest accommodations but very clean and well kept. We stayed for 5 nights and loved our time there. The motel is within walking distance to the beautiful Great Barrington Main St., many restaurants and hiking trails."

Reviewed on Sep 20, 2026

Opens in a new windowMonument Mountain Motel
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Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
$101 nightly
The price is $113 total per night from Oct 18 to Oct 19
$113 total
Oct 18 - Oct 19
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 ...
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
$169 nightly
The price is $189 total per night from Sep 29 to Sep 30
$189 total
Sep 29 - Sep 30
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 ...
9.4/10 Exceptional! (811 reviews)
"Very clean room. Great breakfast with very friendly and efficient staff. Anne was excellent. We also enjoyed the pool and hot tub."

Reviewed on Sep 17, 2026

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
$75 nightly
The price is $84 total per night from Sep 27 to Sep 28
$84 total
Sep 27 - Sep 28
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. ...
7.4/10 Good! (616 reviews)
"Needs work. Landscape is forgotten. Paint peeling on the porches and bathroom ceiling"

Reviewed on Sep 12, 2026

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
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Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
$101 nightly
The price is $113 total per night from Oct 18 to Oct 19
$113 total
Oct 18 - Oct 19
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 ...
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.
The Manchester View

The Manchester View

2.5 out of 5
Price was $571, price is now $501 per person
$501
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Hill Farm Inn

Hill Farm Inn

4 out of 5
Price was $819, price is now $548 per person
$548
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Brook Bound Inn

Brook Bound Inn

2 out of 5
Price was $886, price is now $685 per person
$685
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Don't see what you're looking for?
See all available trips from Tampa to Great Barrington
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Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

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.