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The Berkshires

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The Berkshires Flights as Low as $104

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

Frontier Airlines
Fri, Dec 13 - Mon, Dec 16
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$104 Roundtrip, found 2 days ago
$104
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Dec 13 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Mon, Dec 16, priced at $104 found 2 days ago
Frontier Airlines
Mon, Dec 9 - Fri, Dec 13
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$108 Roundtrip, found 2 days ago
$108
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Dec 9 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Fri, Dec 13, priced at $108 found 2 days ago
Frontier Airlines
Thu, Dec 5 - Fri, Dec 6
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$113 Roundtrip, found 1 day ago
$113
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Dec 5 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Fri, Dec 6, priced at $113 found 1 day ago
Frontier Airlines
Mon, Dec 16 - Wed, Dec 18
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$119 Roundtrip, found 2 days ago
$119
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Dec 16 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Wed, Dec 18, priced at $119 found 2 days ago
Frontier Airlines
Mon, Dec 9 - Wed, Dec 18
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$123 Roundtrip, found 2 days ago
$123
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Dec 9 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Wed, Dec 18, priced at $123 found 2 days ago
Frontier Airlines
Thu, Dec 12 - Wed, Dec 18
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$128 Roundtrip, found 2 days ago
$128
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Dec 12 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Wed, Dec 18, priced at $128 found 2 days ago
Frontier Airlines
Sun, Jan 12 - Fri, Jan 24
ORD
O'Hare Intl.
BDL
Bradley Intl.
$138 Roundtrip, found 2 days ago
$138
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Jan 12 from O'Hare Intl. to Bradley Intl., returning Fri, Jan 24, priced at $138 found 2 days ago
Frontier Airlines
Mon, Jan 13 - Sun, Jan 19
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$139 Roundtrip, found 5 days ago
$139
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Jan 13 from Luis Munoz Marin Intl. to Bradley Intl., returning Sun, Jan 19, priced at $139 found 5 days ago
Frontier Airlines
Sat, Dec 7 - Mon, Jan 13
SAT
San Antonio Intl.
BDL
Bradley Intl.
$158 Roundtrip, found 17 hours ago
$158
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Sat, Dec 7 from San Antonio Intl. to Bradley Intl., returning Mon, Jan 13, priced at $158 found 17 hours ago
Spirit Airlines
Tue, Dec 10 - Tue, Dec 17
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$175 Roundtrip, found 2 days ago
$175
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Dec 10 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Tue, Dec 17, priced at $175 found 2 days ago
JetBlue Airways
Tue, Dec 24 - Mon, Jan 6
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$229 Roundtrip, found 4 days ago
$229
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, Dec 24 from Luis Munoz Marin Intl. to Bradley Intl., returning Mon, Jan 6, priced at $229 found 4 days ago
Delta
Thu, Dec 12 - Mon, Dec 16
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$239 Roundtrip, found 1 day ago
$239
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Dec 12 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Mon, Dec 16, priced at $239 found 1 day ago
United
Wed, Dec 11 - Sun, Dec 15
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$248 Roundtrip, found 2 days ago
$248
Roundtrip
found 2 days ago
Select United flight, departing Wed, Dec 11 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Sun, Dec 15, priced at $248 found 2 days ago
American Airlines
Wed, Dec 11 - Sun, Dec 15
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$248 Roundtrip, found 2 days ago
$248
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Dec 11 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Sun, Dec 15, priced at $248 found 2 days ago
United
Thu, May 15 - Mon, May 19
ORD
O'Hare Intl.
ALB
Albany Intl.
$309 Roundtrip, found 4 days ago
$309
Roundtrip
found 4 days ago
Select United flight, departing Thu, May 15 from O'Hare Intl. to Albany Intl., returning Mon, May 19, priced at $309 found 4 days ago
American Airlines
Tue, Dec 31 - Tue, Jan 7
ATL
Hartsfield-Jackson Atlanta Intl.
ALB
Albany Intl.
$377 Roundtrip, found 4 hours ago
$377
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Tue, Dec 31 from Hartsfield-Jackson Atlanta Intl. to Albany Intl., returning Tue, Jan 7, priced at $377 found 4 hours ago

Cheap Flights to The Berkshires

Fall in love at first flight with your vacation to The Berkshires 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 The Berkshires on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in The Berkshires, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to The Berkshires

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to The Berkshires 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 The Berkshires?

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 The Berkshires are in December, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to The Berkshires?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to The Berkshires.

What airport is best to fly into The Berkshires?

When you’re planning your trip to The Berkshires, convenience is the name of the game. Luckily, The Berkshires Pittsfield Municipal Airport is nearby so you can deplane and get going on checking off everything on your The Berkshires must-do list.

How much are flights to The Berkshires?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to The Berkshires on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $104, 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 The Berkshires?

The trick to saving a stack of cash on your flight to The Berkshires? 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 $104 right now, why wait?

The Berkshires Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$78

Last Minute Hotel Deals in The Berkshires

Hotel Downstreet
Hotel Downstreet
3 out of 5
40 Main St, North Adams, MA
The price is $144 per night from Nov 24 to Nov 25
$144
includes taxes & fees
Nov 24 - Nov 25
Stay at this hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our ...
8.6/10 Excellent! (999 reviews)
"Great location, wonderful staff, fun pool and cool art. Would definitely stay again!"

Reviewed on Nov 15, 2024

Hotel Downstreet
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is $134 per night from Nov 24 to Nov 25
$134
includes taxes & fees
Nov 24 - Nov 25
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! (442 reviews)
"Staff were very friendly and the rooms were decorated adorably! We absolutely enjoyed our stay!"

Reviewed on Nov 20, 2024

Life House Berkshires
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
The price is $104 per night from Dec 1 to Dec 2
$104
includes taxes & fees
Dec 1 - Dec 2
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,000 reviews)
"Staff was very nice, friendly and accommodating. The room was nice, clean, comfortable and spacious."

Reviewed on Nov 18, 2024

The Yankee, Trademark Collection by Wyndham
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
The price is $200 per night from Dec 10 to Dec 11
$200
includes taxes & fees
Dec 10 - Dec 11
Stay at this 3.5-star spa hotel in Stockbridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,001 reviews)
"Didn’t like that there are no trays in shower to hold any soaps or bottles while washing… nothing!!! Tub too high for elderly with slightest arthritis. No curtain on shower bathroom window. Took quite a while to get hot water to wash hands in sink. However, the inn is filled with amazing collectibles. ..."

Reviewed on Nov 20, 2024

The Red Lion Inn
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
The price is $195 per night from Nov 24 to Nov 25
$195
includes taxes & fees
Nov 24 - Nov 25
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a health club, and in-room massages. Our guests praise the helpful staff in our ...
8.6/10 Excellent! (1,744 reviews)
"The pool/clubhouse was a bit chaotic but the overall experience of this location was fantastic. It was lovely."

Reviewed on Nov 12, 2024

Vacation Village in the Berkshires
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3 out of 5
One West Street, Pittsfield, MA
The price is $106 per night from Nov 30 to Dec 1
$106
includes taxes & fees
Nov 30 - Dec 1
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (682 reviews)
Everyone was amazing!
"We stayed for two weeks and couldn’t have been happier with the service. Such nice people, and so understanding. Six stars if I could!"

Reviewed on Nov 17, 2024

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 out of 5
190 Meadow Street, South Lee, MA
The price is $127 per night from Nov 26 to Nov 27
$127
includes taxes & fees
Nov 26 - Nov 27
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our ...
8.8/10 Excellent! (568 reviews)
Very good quality of towels.
"The unit was perfect in size, very good quality of towels. For the cribs, they provided new sheets and blanket that was important for us."

Reviewed on Nov 19, 2024

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
The Constance, The Whitlock, & The Dewey By The Lenox Collection
The Constance, The Whitlock, & The Dewey By The Lenox Collection
3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
The price is $118 per night from Nov 24 to Nov 25
$118
includes taxes & fees
Nov 24 - Nov 25
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.4/10 Very Good! (349 reviews)
"This was a comfortable, clean room in a great little shopping and dining neighborhood. The staff was very friendly and helpful. I look forward to staying here again!"

Reviewed on Nov 17, 2024

The Constance, The Whitlock, & The Dewey By The Lenox Collection
See all 1,001 properties in The 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.