Cheap Flights to Great Barrington from $35
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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 $68 and $35 for one-way flights to Great Barrington for the period specified. Prices and availability are subject to change. Additional terms apply
RDU
Raleigh - Durham Intl.
ALB
Albany Intl.
$102 Roundtrip, found 1 hour ago
$102
Roundtrip
found 1 hour ago
TPA
Tampa Intl.
BDL
Bradley Intl.
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| MCO | Windsor Locks | January 9 to January 18 | $68 |
| ATL | Windsor Locks | December 23 to December 30 | $110 |
| FLL | Windsor Locks | January 22 to January 29 | $120 |
| CLT | Windsor Locks | January 29 to February 1 | $134 |
| DEN | Windsor Locks | January 9 to January 12 | $147 |
| DCA | Windsor Locks | December 4 to December 9 | $147 |
| TPA | Latham | January 28 to February 4 | $179 |
| SJU | Windsor Locks | November 20 to November 23 | $186 |
| DCA | Latham | January 13 to January 18 | $189 |
| LAX | Windsor Locks | December 5 to December 13 | $190 |
| CLT | Latham | January 10 to January 13 | $199 |
| ORD | Latham | December 3 to December 7 | $227 |
| ATL | Latham | December 4 to December 6 | $289 |
| SJU | Latham | December 11 to December 14 | $321 |
| LAX | Latham | January 8 to January 13 | $323 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| MCO | Windsor Locks | November 14 to November 23 | $182 |
| TPA | Latham | November 14 to November 17 | $200 |
| FLL | Windsor Locks | November 15 to November 17 | $210 |
| DCA | Windsor Locks | November 15 to December 3 | $257 |
| LAX | Windsor Locks | November 15 to November 19 | $257 |
| TPA | Windsor Locks | November 16 to November 17 | $260 |
| ATL | Windsor Locks | November 16 to November 17 | $275 |
| SJU | Windsor Locks | November 16 to November 19 | $279 |
| DCA | Latham | November 15 to November 17 | $279 |
| MCO | Latham | November 14 to November 24 | $295 |
| ORD | Windsor Locks | November 15 to December 3 | $304 |
| DEN | Windsor Locks | November 15 to November 22 | $347 |
| ATL | Latham | November 14 to November 17 | $506 |
| ORD | Latham | November 15 to November 17 | $674 |
| LAX | Latham | November 16 to November 18 | $792 |
Great Barrington Flight Information
Traveling to | Great Barrington |
|---|---|
Lowest Price | $68 |
Number of Airlines Serving | |
Airlines Serving | Frontier Airlines, 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
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 ...
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
Monument Mountain Motel
247 Stockbridge Rd, Great Barrington, MA
$67 nightly
The price is $74 total per night from Nov 11 to Nov 12
$74 total
Nov 11 - Nov 12
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 ...
8.8/10 Excellent! (783 reviews)
Yes
Reviewed on Oct 31, 2025
Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
$84 nightly
The price is $94 total per night from Nov 23 to Nov 24
$94 total
Nov 23 - Nov 24
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 ...
8.2/10 Very Good! (1,002 reviews)
The staff was amazing, so kind and accommodating. The room was clean, the beds were very comfortable. Nice breakfast options. We were in town for a concert at Mahaiwe and we didn’t use our car once we checked in… a great home base for the weekend. Will definitely be back.
Reviewed on Nov 6, 2025
Save an average of 15% on thousands of hotels when you're signed in
Travelodge by Wyndham Great Barrington Berkshires
400 Stockbridge Rd, Great Barrington, MA
$75 nightly
The price is $84 total per night from Nov 11 to Nov 12
$84 total
Nov 11 - Nov 12
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! (556 reviews)
The staff were very friendly and accommodating
Reviewed on Oct 25, 2025
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
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 ...
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
Travelodge by Wyndham Great Barrington Berkshires
400 Stockbridge Rd, Great Barrington, MA
$75 nightly
The price is $84 total per night from Nov 11 to Nov 12
$84 total
Nov 11 - Nov 12
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! (556 reviews)
The staff were very friendly and accommodating
Reviewed on Oct 25, 2025
Monument Mountain Motel
247 Stockbridge Rd, Great Barrington, MA
$67 nightly
The price is $74 total per night from Nov 11 to Nov 12
$74 total
Nov 11 - Nov 12
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 ...
8.8/10 Excellent! (783 reviews)
Yes
Reviewed on Oct 31, 2025
Save an average of 15% on thousands of hotels when you're signed in
Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
$84 nightly
The price is $94 total per night from Nov 23 to Nov 24
$94 total
Nov 23 - Nov 24
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 ...
8.2/10 Very Good! (1,002 reviews)
The staff was amazing, so kind and accommodating. The room was clean, the beds were very comfortable. Nice breakfast options. We were in town for a concert at Mahaiwe and we didn’t use our car once we checked in… a great home base for the weekend. Will definitely be back.
Reviewed on Nov 6, 2025
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
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 ...
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
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
249 Stockbridge Rd, Great Barrington, MA
$143 nightly
The price is $160 total per night from Nov 16 to Nov 17
$160 total
Nov 16 - Nov 17
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 ...
9.2/10 Wonderful! (751 reviews)
I WOULD HAVE SELECTED SOME FRESH FRUIT AT BREAKFAST IF IT HAD BEEN OFFERED.
Reviewed on Nov 5, 2025
Travelodge by Wyndham Great Barrington Berkshires
400 Stockbridge Rd, Great Barrington, MA
$75 nightly
The price is $84 total per night from Nov 11 to Nov 12
$84 total
Nov 11 - Nov 12
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! (556 reviews)
The staff were very friendly and accommodating
Reviewed on Oct 25, 2025
Save an average of 15% on thousands of hotels when you're signed in
Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
$84 nightly
The price is $94 total per night from Nov 23 to Nov 24
$94 total
Nov 23 - Nov 24
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 ...
8.2/10 Very Good! (1,002 reviews)
The staff was amazing, so kind and accommodating. The room was clean, the beds were very comfortable. Nice breakfast options. We were in town for a concert at Mahaiwe and we didn’t use our car once we checked in… a great home base for the weekend. Will definitely be back.
Reviewed on Nov 6, 2025
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.
Need a Car For After Your Flight?
Economy
Chevrolet Spark or similar
Compact
Ford Focus or similar
Midsize
Toyota Corolla or similar
SUV
Jeep Compass or similar
Frequently asked questions
Plane Tickets To Great Barrington
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