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The Berkshires

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The Berkshires Flights as Low as $218

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

Delta
Tue, Apr 15 - Thu, Apr 17
CLE
Hopkins Intl.
ALB
Albany Intl.
$218 Roundtrip, found 1 day ago
$218
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Apr 15 from Hopkins Intl. to Albany Intl., returning Thu, Apr 17, priced at $218 found 1 day ago
Delta
Wed, Apr 16 - Tue, Apr 22
CLE
Hopkins Intl.
ALB
Albany Intl.
$218 Roundtrip, found 2 hours ago
$218
Roundtrip
found 2 hours ago
Select Delta flight, departing Wed, Apr 16 from Hopkins Intl. to Albany Intl., returning Tue, Apr 22, priced at $218 found 2 hours ago
Delta
Wed, Apr 16 - Sun, Apr 20
CLE
Hopkins Intl.
ALB
Albany Intl.
$228 Roundtrip, found 2 hours ago
$228
Roundtrip
found 2 hours ago
Select Delta flight, departing Wed, Apr 16 from Hopkins Intl. to Albany Intl., returning Sun, Apr 20, priced at $228 found 2 hours ago
Frontier Airlines
Thu, Apr 3 - Tue, Apr 8
ORD
O'Hare Intl.
BDL
Bradley Intl.
$248 Roundtrip, found 20 hours ago
$248
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Thu, Apr 3 from O'Hare Intl. to Bradley Intl., returning Tue, Apr 8, priced at $248 found 20 hours ago
Frontier Airlines
Tue, Apr 1 - Tue, Apr 8
ORD
O'Hare Intl.
BDL
Bradley Intl.
$250 Roundtrip, found 20 hours ago
$250
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Tue, Apr 1 from O'Hare Intl. to Bradley Intl., returning Tue, Apr 8, priced at $250 found 20 hours ago
Frontier Airlines
Thu, Apr 3 - Thu, Apr 10
ORD
O'Hare Intl.
BDL
Bradley Intl.
$258 Roundtrip, found 20 hours ago
$258
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Thu, Apr 3 from O'Hare Intl. to Bradley Intl., returning Thu, Apr 10, priced at $258 found 20 hours ago
Frontier Airlines
Fri, Apr 4 - Tue, Apr 8
ORD
O'Hare Intl.
BDL
Bradley Intl.
$259 Roundtrip, found 20 hours ago
$259
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Fri, Apr 4 from O'Hare Intl. to Bradley Intl., returning Tue, Apr 8, priced at $259 found 20 hours ago
Frontier Airlines
Tue, Apr 1 - Thu, Apr 10
ORD
O'Hare Intl.
BDL
Bradley Intl.
$260 Roundtrip, found 20 hours ago
$260
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Tue, Apr 1 from O'Hare Intl. to Bradley Intl., returning Thu, Apr 10, priced at $260 found 20 hours ago
Frontier Airlines
Mon, Apr 7 - Tue, Apr 8
ORD
O'Hare Intl.
BDL
Bradley Intl.
$261 Roundtrip, found 2 days ago
$261
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Apr 7 from O'Hare Intl. to Bradley Intl., returning Tue, Apr 8, priced at $261 found 2 days ago
American Airlines
Wed, Apr 16 - Mon, Apr 21
CLE
Hopkins Intl.
ALB
Albany Intl.
$270 Roundtrip, found 2 hours ago
$270
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Wed, Apr 16 from Hopkins Intl. to Albany Intl., returning Mon, Apr 21, priced at $270 found 2 hours ago
Delta
Tue, Apr 15 - Wed, Apr 16
CMH
John Glenn Columbus Intl.
ALB
Albany Intl.
$287 Roundtrip, found 1 day ago
$287
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Apr 15 from John Glenn Columbus Intl. to Albany Intl., returning Wed, Apr 16, priced at $287 found 1 day ago
United
Wed, Apr 16 - Mon, Apr 21
CLE
Hopkins Intl.
ALB
Albany Intl.
$298 Roundtrip, found 2 hours ago
$298
Roundtrip
found 2 hours ago
Select United flight, departing Wed, Apr 16 from Hopkins Intl. to Albany Intl., returning Mon, Apr 21, priced at $298 found 2 hours ago
Spirit Airlines
Fri, Apr 4 - Mon, Apr 7
ORD
O'Hare Intl.
BDL
Bradley Intl.
$325 Roundtrip, found 20 hours ago
$325
Roundtrip
found 20 hours ago
Select Spirit Airlines flight, departing Fri, Apr 4 from O'Hare Intl. to Bradley Intl., returning Mon, Apr 7, priced at $325 found 20 hours ago
American Airlines
Tue, Apr 15 - Tue, Apr 15
DTW
Detroit Metropolitan Wayne County
ALB
Albany Intl.
$347 Roundtrip, found 1 day ago
$347
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Apr 15 from Detroit Metropolitan Wayne County to Albany Intl., returning Tue, Apr 15, priced at $347 found 1 day ago
Delta
Mon, Apr 7 - Mon, Apr 14
ORD
O'Hare Intl.
ALB
Albany Intl.
$392 Roundtrip, found 1 day ago
$392
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Apr 7 from O'Hare Intl. to Albany Intl., returning Mon, Apr 14, priced at $392 found 1 day ago
Delta
Tue, Apr 15 - Sun, Apr 20
DTW
Detroit Metropolitan Wayne County
ALB
Albany Intl.
$399 Roundtrip, found 1 day ago
$399
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Apr 15 from Detroit Metropolitan Wayne County to Albany Intl., returning Sun, Apr 20, priced at $399 found 1 day 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 April, 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 $218, 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 $218 right now, why wait?

The Berkshires Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$106

Last Minute Hotel Deals in The Berkshires

Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is $108 per night from Apr 9 to Apr 10
$108
includes taxes & fees
Apr 9 - Apr 10
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! (536 reviews)
"The hotel room was comfortable and clean. I loved the music as I walked in and the shower and robes were lovely. The staff was friendly and it was so convenient to have a restaurant on property. The coffee was also good! I loved that it was served until midnight - a nice touch for writers."

Reviewed on Mar 23, 2025

Life House Berkshires
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
The price is $158 per night from Apr 9 to Apr 10
$158
includes taxes & fees
Apr 9 - Apr 10
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and in-room massages. Our guests praise the helpful staff in ...
8.6/10 Excellent! (1,790 reviews)
"Very nice accomodations, more like a mini apartment than a motel room."

Reviewed on Mar 19, 2025

Vacation Village in the 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 $99 per night from Apr 3 to Apr 4
$99
includes taxes & fees
Apr 3 - Apr 4
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)
"They upgraded our room when they found out it was our wedding night. Everything was so nice, the room was extremely clean and beautiful"

Reviewed on Mar 18, 2025

The Yankee, Trademark Collection by Wyndham
The Williams Inn
The Williams Inn
4 out of 5
101 Spring Street, Williamstown, MA
The price is $214 per night from Mar 27 to Mar 28
$214
includes taxes & fees
Mar 27 - Mar 28
Stay at this 4-star business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our ...
9.6/10 Exceptional! (427 reviews)
"Really beautiful property with excellent food. A gem."

Reviewed on Mar 23, 2025

The Williams Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 out of 5
190 Meadow Street, South Lee, MA
The price is $147 per night from Mar 27 to Mar 28
$147
includes taxes & fees
Mar 27 - Mar 28
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! (612 reviews)
"I loved it so much to do"

Reviewed on Mar 19, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
The price is $178 per night from Apr 14 to Apr 15
$178
includes taxes & fees
Apr 14 - Apr 15
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,000 reviews)
"Loved the Inn. Great place and awesome accommodations. Staff, hotel pets, and the building are amazing."

Reviewed on Mar 20, 2025

The Red Lion Inn
Hotel Downstreet, Ascend Hotel Collection
Hotel Downstreet, Ascend Hotel Collection
3 out of 5
40 Main St, North Adams, MA
The price is $141 per night from Mar 27 to Mar 28
$141
includes taxes & fees
Mar 27 - Mar 28
Stay at this 3-star 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 ...
8.6/10 Excellent! (1,000 reviews)
"The hotel services were really nice and the rooms were spacious."

Reviewed on Mar 25, 2025

Hotel Downstreet, Ascend Hotel Collection
Hotel On North
Hotel On North
3.5 out of 5
297 North Street, Pittsfield, MA
The price is $122 per night from Apr 2 to Apr 3
$122
includes taxes & fees
Apr 2 - Apr 3
Stay at this 3.5-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (696 reviews)
"Nice stay at the property, the rooms are huge… the wooden floors do creek a bit so you can hear people walking around but if you don’t mind that, it’s a pretty cool hotel, nicely decorated."

Reviewed on Mar 24, 2025

Hotel On North
See all 1,055 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.