Cheap Flights to Great Barrington from $54

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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 $53 and $54 for one-way flights to Great Barrington for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
CMHWindsor LocksMay 30 to June 4$179
CMHLathamMay 14 to May 29$236
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
CMHWindsor LocksApril 26 to April 30$228
CMHLathamApril 28 to May 2$393
*Prices include taxes and fees

Great Barrington Flight Information

Traveling to
Great Barrington
Lowest Price
$53
Number of Airlines Serving
Airlines Serving
Frontier Airlines, American Airlines
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 National Shrine of the Divine Mercy and Housatonic ...
8.2/10 Very Good! (454 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

Lantern House Motel
Monument Mountain Motel

Monument Mountain Motel

2.5 out of 5
247 Stockbridge Rd, Great Barrington, MA
The price is $66 per night from Apr 28 to Apr 29
$66
per night
Apr 28 - Apr 29
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! (584 reviews)
"Clean and comfortable. Perfect for an over night in the Berkshires. Very reasonable priced for the area."

Reviewed on Apr 20, 2024

Monument Mountain Motel
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 Apr 30 to May 1
$80
per night
Apr 30 - May 1
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 clean ...
8/10 Very Good! (1,003 reviews)
"Generally a good stay, great value"

Reviewed on Apr 20, 2024

Quality Inn
Save an average of 15% on thousands of hotels when you're signed in
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 $63 per night from Apr 25 to Apr 26
$63
per night
Apr 25 - Apr 26
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! (452 reviews)
"Right next to 2 great breakfast diner options, and close to both the ski mountains and the COVE Bowling lanes for a night time activity"

Reviewed on Feb 18, 2024

Travelodge 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 National Shrine of the Divine Mercy and Housatonic ...
8.2/10 Very Good! (454 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

Lantern House 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 $63 per night from Apr 25 to Apr 26
$63
per night
Apr 25 - Apr 26
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! (452 reviews)
"Right next to 2 great breakfast diner options, and close to both the ski mountains and the COVE Bowling lanes for a night time activity"

Reviewed on Feb 18, 2024

Travelodge by Wyndham Great Barrington Berkshires
Monument Mountain Motel

Monument Mountain Motel

2.5 out of 5
247 Stockbridge Rd, Great Barrington, MA
The price is $66 per night from Apr 28 to Apr 29
$66
per night
Apr 28 - Apr 29
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! (584 reviews)
"Clean and comfortable. Perfect for an over night in the Berkshires. Very reasonable priced for the area."

Reviewed on Apr 20, 2024

Monument Mountain Motel
Save an average of 15% on thousands of hotels when you're signed in
The Barrington

The Barrington

4 out of 5
281 Main St., Level 3, Great Barrington, MA
The price is $325 per night from Apr 25 to Apr 26
$325
per night
Apr 25 - Apr 26
Stay at this 4-star business-friendly B&B in Great Barrington. Enjoy free WiFi, free parking, and breakfast. Popular attractions Mahaiwe Performing Arts Center ...
9.6/10 Exceptional! (95 reviews)
The Barrington is a must for Great Barrington stay
"Great stay, the room was as advertised, delicious breakfast included and great location. Will stay again."

Reviewed on Mar 24, 2024

The 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
Great for families

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 National Shrine of the Divine Mercy and Housatonic ...
8.2/10 Very Good! (454 reviews)

Families like: Outdoor pool, playground, extra beds/cribs, free breakfast for the whole family

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

Lantern House Motel
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great for families

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 out of 5
249 Stockbridge Rd, Great Barrington, MA
The price is $152 per night from Apr 25 to Apr 26
$152
per night
Apr 25 - Apr 26
Stay at this family-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (643 reviews)

Families like: Indoor pools, playground, game room, skiing nearby

Divine Mercy Sunday
"My family and I went to a religious event. The hotel staff was aware of the event; they were very welcoming. Customer service was amazing; continental breakfast was great!"

Reviewed on Apr 12, 2024

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Travelodge by Wyndham Great Barrington Berkshires
Great for families

Travelodge by Wyndham Great Barrington Berkshires

2 out of 5
400 Stockbridge Rd, Great Barrington, MA
The price is $63 per night from Apr 25 to Apr 26
$63
per night
Apr 25 - Apr 26
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! (452 reviews)

Families like: Skiing nearby, extra beds/cribs, laundry

Travelers say...
"Right next to 2 great breakfast diner options, and close to both the ski mountains and the COVE Bowling lanes for a night time activity"

Reviewed on Feb 18, 2024

Travelodge by Wyndham Great Barrington Berkshires
Save an average of 15% on thousands of hotels when you're signed in
Quality Inn
Great for families

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 Apr 30 to May 1
$80
per night
Apr 30 - May 1
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 clean ...
8/10 Very Good! (1,003 reviews)

Families like: Skiing nearby, free breakfast for the whole family

Travelers say...
"Generally a good stay, great value"

Reviewed on Apr 20, 2024

Quality Inn
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

Prices and availability subject to change. Additional terms may apply.
Amsterdam Castle
The Springwater B&B
Homewood Suites By Hilton Schenectady
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Need a Car For After Your Flight?

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.

How to find cheap flights

What is the best day to buy a plane ticket?

Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you’re looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you’re browsing flight deals.

 

What are the cheapest days to fly?

Frequent travellers may already know this, earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.

 

How far in advance can you book a flight?

Here’s the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.

*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

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!

*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.