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The Berkshires

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The Berkshires Flights as Low as $89

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

Frontier Airlines
Sat, Aug 30 - Mon, Sep 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$89 Roundtrip, found 1 day ago
$89
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Mon, Sep 1, priced at $89 found 1 day ago
Spirit Airlines
Fri, Sep 19 - Fri, Sep 26
BNA
Nashville Intl.
BDL
Bradley Intl.
$90 Roundtrip, found 3 days ago
$90
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Fri, Sep 19 from Nashville Intl. to Bradley Intl., returning Fri, Sep 26, priced at $90 found 3 days ago
Spirit Airlines
Mon, Sep 15 - Fri, Sep 26
BNA
Nashville Intl.
BDL
Bradley Intl.
$92 Roundtrip, found 3 days ago
$92
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Mon, Sep 15 from Nashville Intl. to Bradley Intl., returning Fri, Sep 26, priced at $92 found 3 days ago
Spirit Airlines
Thu, Aug 28 - Sun, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$92 Roundtrip, found 1 day ago
$92
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, Aug 28 from Orlando Intl. to Bradley Intl., returning Sun, Aug 31, priced at $92 found 1 day ago
Breeze Airways
Sat, Aug 30 - Sun, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$93 Roundtrip, found 5 hours ago
$93
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Sun, Aug 31, priced at $93 found 5 hours ago
Breeze Airways
Fri, Oct 24 - Mon, Oct 27
TPA
Tampa Intl.
BDL
Bradley Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Oct 24 from Tampa Intl. to Bradley Intl., returning Mon, Oct 27, priced at $137 found 1 day ago
JetBlue Airways
Sat, Aug 30 - Sun, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$137 Roundtrip, found 5 hours ago
$137
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Sun, Aug 31, priced at $137 found 5 hours ago
American Airlines
Wed, Sep 3 - Thu, Sep 4
MCO
Orlando Intl.
ALB
Albany Intl.
$143 Roundtrip, found 22 hours ago
$143
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Wed, Sep 3 from Orlando Intl. to Albany Intl., returning Thu, Sep 4, priced at $143 found 22 hours ago
American Airlines
Wed, Aug 20 - Wed, Aug 27
MCO
Orlando Intl.
BDL
Bradley Intl.
$159 Roundtrip, found 6 hours ago
$159
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Wed, Aug 20 from Orlando Intl. to Bradley Intl., returning Wed, Aug 27, priced at $159 found 6 hours ago
Delta
Wed, Nov 5 - Tue, Nov 11
MCO
Orlando Intl.
ALB
Albany Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Nov 5 from Orlando Intl. to Albany Intl., returning Tue, Nov 11, priced at $197 found 1 day ago
United
Sat, Aug 9 - Tue, Aug 12
TPA
Tampa Intl.
BDL
Bradley Intl.
$206 Roundtrip, found 1 day ago
$206
Roundtrip
found 1 day ago
Select United flight, departing Sat, Aug 9 from Tampa Intl. to Bradley Intl., returning Tue, Aug 12, priced at $206 found 1 day ago
Delta
Mon, Aug 18 - Fri, Aug 22
TPA
Tampa Intl.
ALB
Albany Intl.
$218 Roundtrip, found 15 hours ago
$218
Roundtrip
found 15 hours ago
Select Delta flight, departing Mon, Aug 18 from Tampa Intl. to Albany Intl., returning Fri, Aug 22, priced at $218 found 15 hours ago
American Airlines
Tue, Aug 26 - Sat, Aug 30
SFO
San Francisco Intl.
ALB
Albany Intl.
$239 Roundtrip, found 5 hours ago
$239
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Tue, Aug 26 from San Francisco Intl. to Albany Intl., returning Sat, Aug 30, priced at $239 found 5 hours ago
American Airlines
Tue, Oct 7 - Wed, Oct 15
SFO
San Francisco Intl.
BDL
Bradley Intl.
$251 Roundtrip, found 4 days ago
$251
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Oct 7 from San Francisco Intl. to Bradley Intl., returning Wed, Oct 15, priced at $251 found 4 days ago
Bargain Flight
Wed, Aug 6 - Sun, Aug 10
BNA
Nashville Intl.
ALB
Albany Intl.
$349 Roundtrip, found 23 hours ago
$349
Roundtrip
found 23 hours ago
Select Bargain Flight flight, departing Wed, Aug 6 from Nashville Intl. to Albany Intl., returning Sun, Aug 10, priced at $349 found 23 hours ago
Alaska Airlines
Tue, Oct 7 - Wed, Oct 15
SFO
San Francisco Intl.
BDL
Bradley Intl.
$488 Roundtrip, found 4 days ago
$488
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Tue, Oct 7 from San Francisco Intl. to Bradley Intl., returning Wed, Oct 15, priced at $488 found 4 days 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 15 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 $89, 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 $89 right now, why wait?

The Berkshires Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$89

Last Minute Hotel Deals in The Berkshires

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,896 reviews)
"This was the best stay ever we had in our hotel’s section so far,"

Reviewed on Jul 24, 2025

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Vacation Village in the Berkshires
Hotel Downstreet, Ascend Hotel Collection

Hotel Downstreet, Ascend Hotel Collection

3 out of 5
40 Main St, North Adams, MA
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! (1,006 reviews)
"The hotel was very unique as there was art spaces in the lobby. Liked that the room had lvp flooring."

Reviewed on Jul 23, 2025

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Hotel Downstreet, Ascend Hotel Collection
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street, Williamstown, MA
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! (474 reviews)
"We did not care for the barn door to the bathroom. Wouldn't stay closed and large gap meant a loud radio or TV required... Otherwise, our stay was great and we would definitely recommend it."

Reviewed on Jul 22, 2025

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The Williams Inn
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street, Pittsfield, MA
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! (829 reviews)
"I like this place a lot and have stayed here many times over the years. Comfortable stay at a reasonable price at a convenient location in Pittsfield."

Reviewed on Jul 21, 2025

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Holiday Inn & Suites Pittsfield-Berkshires by IHG
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,012 reviews)
"Very friendly girl at the check-in who moved us (essentially upgraded us) to a suite after our initial room smelled of lingering cigarette smoke. She was very patient about my paranoia over the pilot light/flame in the room's fireplace. Great experience."

Reviewed on Jul 18, 2025

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Best Western Plus Berkshire Hills Inn & Suites
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road, Pittsfield, MA
Book a stay at this business-friendly motel in Pittsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Crane Museum of Papermaking ...
5.2/10 (751 reviews)
"Rooms were much nicer than expected. Despite the somewhat dated exterior and overall first impression from the outside, the rooms were solidly good, clean, and comfortable. Good value for the price."

Reviewed on Jul 1, 2025

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FairBridge Inn Express
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
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff ...
9/10 Wonderful! (681 reviews)
"I liked the size of the rooms and how comfortable everything in the room was. It was stocked with everything we needed. I did not like the lack of accessibility for people with disabilities. There are elevators, but they are blocked, and there is limited disability parking. I was on the third floor ..."

Reviewed on Jul 24, 2025

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Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
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! (643 reviews)
Fresh, clean and convenient
"Clean, modern and conveniently located. Club menu was great!"

Reviewed on Jul 26, 2025

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Berkshires Untold
See all 1,113 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.