Search Cheap Flights toThe 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 $56
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
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 March, 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 $56, 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 $56 right now, why wait?
Destination airport | Bradley Intl. |
|---|---|
Destination airport IATA code | BDL |
Roundtrip price | $56 |
Last Minute Hotel Deals in The Berkshires
Vacation Village in the Berkshires
Fairly clean and staff were friendly
Reviewed on Feb 13, 2026
Berkshire Mountain Lodge
Yes
Reviewed on Feb 15, 2026
The Williams Inn
A beautiful hotel to stay at while visiting the Williams campus. Our room had a nice view of the woods. Rooms were clean and with comfortable beds. The common areas of the hotel were beautiful and cozy with the fireplaces going. Easy check in and out with friendly staff.
Reviewed on Feb 7, 2026
The Yankee, Trademark Collection by Wyndham
Traveling during freezing temperatures was a challenge but once we arrived at the Yankee Inn, we felt welcome and comfortable. Pre check-in was easy and our room was clean and warm and cozy. We ordered in and were told there were tables on the 2nd floor outside the breakfast room where we could eat ...
Reviewed on Feb 9, 2026
Berkshires Untold
This place was lovely. I travel a lot for my 2 college athletes and I wish I could have spent more time here. Great place!
Reviewed on Feb 10, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Bathroom had somebody’s hair on the door and shower
Reviewed on Feb 9, 2026
Quality Inn
Staff was very friendly, daily housekeeping, and very centrally located!
Reviewed on Feb 4, 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The room was beautiful - great for our family. Plenty of room and we enjoyed the gurgling brook out back! The pool was great along with the hot tub. Although the hot tub was supposed to be adult only, it was not enforced unless we left to request someone to do it. The bar near the pool area was fun ...
Reviewed on Feb 8, 2026
Popular Flight Routes
- Atlanta to New York
- Detroit to Las Vegas
- Dallas to Atlanta
- Dallas to Yosemite National Park
- Toronto to Edmonton
- Chicago to Tulum
- Houston to Lake Tahoe
- Chicago to Las Vegas
- Dallas to Miami
- Dallas to Lake Tahoe
- New York to Miami
- New York to Las Vegas
- Miami to Atlanta
- Minneapolis St Paul to Fort Walton Beach Destin
- Dallas to Branson
- Cleveland to Vero Beach
- Managua to Miami
- Atlanta to Boston
- Austin to Tulum
- Calgary to Vancouver