Search Cheap Flights to
The Berkshires

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

The Berkshires Flights as Low as $161

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

Breeze Airways
Tue, Aug 4 - Tue, Aug 18
CVG
Cincinnati - Northern Kentucky Intl.
BDL
Bradley Intl.
$161 Roundtrip, found 15 hours ago
$161
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Tue, Aug 4 from Cincinnati - Northern Kentucky Intl. to Bradley Intl., returning Tue, Aug 18, priced at $161 found 15 hours ago
American Airlines
Wed, Aug 26 - Sat, Sep 12
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$163 Roundtrip, found 1 day ago
$163
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 26 from Ronald Reagan Washington National to Bradley Intl., returning Sat, Sep 12, priced at $163 found 1 day ago
Breeze Airways
Tue, Aug 4 - Tue, Aug 18
CVG
Cincinnati - Northern Kentucky Intl.
BDL
Bradley Intl.
$166 Roundtrip, found 15 hours ago
$166
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Tue, Aug 4 from Cincinnati - Northern Kentucky Intl. to Bradley Intl., returning Tue, Aug 18, priced at $166 found 15 hours ago
American Airlines
Wed, Aug 12 - Wed, Aug 19
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$167 Roundtrip, found 20 hours ago
$167
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Wed, Aug 12 from Ronald Reagan Washington National to Bradley Intl., returning Wed, Aug 19, priced at $167 found 20 hours ago
American Airlines
Thu, Aug 27 - Sat, Sep 12
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$170 Roundtrip, found 1 day ago
$170
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Aug 27 from Ronald Reagan Washington National to Bradley Intl., returning Sat, Sep 12, priced at $170 found 1 day ago
Breeze Airways
Tue, Aug 4 - Tue, Aug 18
CVG
Cincinnati - Northern Kentucky Intl.
BDL
Bradley Intl.
$171 Roundtrip, found 15 hours ago
$171
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Tue, Aug 4 from Cincinnati - Northern Kentucky Intl. to Bradley Intl., returning Tue, Aug 18, priced at $171 found 15 hours ago
American Airlines
Mon, Aug 10 - Tue, Aug 25
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$174 Roundtrip, found 1 day ago
$174
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Aug 10 from Ronald Reagan Washington National to Bradley Intl., returning Tue, Aug 25, priced at $174 found 1 day ago
Delta
Wed, Aug 26 - Sat, Sep 12
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$183 Roundtrip, found 1 day ago
$183
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Aug 26 from Ronald Reagan Washington National to Bradley Intl., returning Sat, Sep 12, priced at $183 found 1 day ago
Delta
Wed, Aug 12 - Wed, Aug 19
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$187 Roundtrip, found 20 hours ago
$187
Roundtrip
found 20 hours ago
Select Delta flight, departing Wed, Aug 12 from Ronald Reagan Washington National to Bradley Intl., returning Wed, Aug 19, priced at $187 found 20 hours ago
JetBlue Airways
Wed, Aug 26 - Sat, Aug 29
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$193 Roundtrip, found 1 day ago
$193
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Aug 26 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Sat, Aug 29, priced at $193 found 1 day ago
JetBlue Airways
Tue, Aug 11 - Sat, Aug 29
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Aug 11 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Sat, Aug 29, priced at $197 found 1 day ago
Delta
Thu, Aug 27 - Mon, Sep 14
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$199 Roundtrip, found 2 days ago
$199
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Aug 27 from Ronald Reagan Washington National to Bradley Intl., returning Mon, Sep 14, priced at $199 found 2 days ago
Frontier Airlines
Wed, Aug 26 - Wed, Sep 2
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$210 Roundtrip, found 1 day ago
$210
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Aug 26 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Wed, Sep 2, priced at $210 found 1 day ago
Bargain Flight
Fri, Sep 11 - Sun, Sep 13
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$228 Roundtrip, found 12 hours ago
$228
Roundtrip
found 12 hours ago
Select Bargain Flight flight, departing Fri, Sep 11 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Sun, Sep 13, priced at $228 found 12 hours ago
American Airlines
Tue, Sep 8 - Sat, Sep 19
DCA
Ronald Reagan Washington National
ALB
Albany Intl.
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Sep 8 from Ronald Reagan Washington National to Albany Intl., returning Sat, Sep 19, priced at $249 found 1 day ago
Bargain Flight
Tue, Oct 13 - Tue, Oct 20
ATL
Hartsfield-Jackson Atlanta Intl.
ALB
Albany Intl.
$338 Roundtrip, found 1 day ago
$338
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Oct 13 from Hartsfield-Jackson Atlanta Intl. to Albany Intl., returning Tue, Oct 20, priced at $338 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 August, 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 14 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 $161, 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 $161 right now, why wait?

The Berkshires Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$160

Last Minute Hotel Deals in The Berkshires

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Book a stay at this business-friendly hotel in North Adams. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,000 reviews)
"No real breakfast"

Reviewed on Jun 21, 2026

Get rates
Hotel Downstreet, an Ascend Collection Hotel
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,410 reviews)
"The room was great. Had everything I needed and was very comfortable."

Reviewed on Jun 24, 2026

Get rates
Vacation Village in the Berkshires
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
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 ...
9.2/10 Wonderful! (1,003 reviews)
"It’s easy to miss driving by. Building, parking area and pool are separated from the highway by a tree landscaped berm. The sign is small, tan-ish orange and partially hidden by trees on the berm. Made finding the entrance difficult. Once there, our stay was very enjoyable."

Reviewed on Jun 27, 2026

Get rates
The Yankee Inn
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,003 reviews)
"The room in lobby were great. The big front porch was actually a nice thing to have, because the fire pit was closed (and the guy worked the front desk at night said he didn’t have a key to start it.) The bar was closed. The boutique was closed and there really wasn’t anywhere else you could go. ..."

Reviewed on Jun 26, 2026

Get rates
Berkshire Mountain Lodge
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,003 reviews)
"Staff"

Reviewed on Jun 27, 2026

Get rates
The Red Lion Inn
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (991 reviews)
"I usually stay here and yes staff are nice and rooms are decent but I’ve seen a decline in amenities. Maybe the expense of things - bathrobe in room, water and snacks were what I was used to seeing .in the room."

Reviewed on Jun 25, 2026

Get rates
Berkshires Untold
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
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 ...
8.6/10 Excellent! (1,004 reviews)
"Nothing fancy. Clean and comfortable. Very short walk to shops and restaurants."

Reviewed on Jun 27, 2026

Get rates
Quality Inn Great Barrington
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

2.5 out of 5
1055 South Street Pittsfield MA
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and ...
9.4/10 Exceptional! (116 reviews)
"Best hotel breakfast I have had in a long time. The breakfast attendant kept items well stocked. She made sure that vacated tables were cleaned and ready for the next guests to enjoy their meal. The room was kept very clean. I really enjoyed the fresh pancakes that were made to order by a pancake ..."

Reviewed on Jun 26, 2026

Get rates
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
See all 1,089 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.