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Cheap Flights to The Berkshires , MA from CA $330

View CA $330 flight on Sun, Sep 6, 2026Opens in a new window

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How much is the cheapest flight to The Berkshires?

Prices were available within the past 7 days and start at CA $330 for one-way flights and CA $568 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, Sep 5 - Sun, Sep 6
YYZ
Toronto
BDL
Hartford
CA $568 Roundtrip, found 7 hours ago
CA $568
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Sat, Sep 5 from Toronto to Hartford, returning Sun, Sep 6, priced at CA $568 found 7 hours ago
Delta
Tue, Oct 27 - Sat, Nov 14
YYZ
Toronto
ALB
Albany
CA $602 Roundtrip, found 7 hours ago
CA $602
Roundtrip
found 7 hours ago
Select Delta flight, departing Tue, Oct 27 from Toronto to Albany, returning Sat, Nov 14, priced at CA $602 found 7 hours ago
United
Tue, Sep 29 - Wed, Oct 14
YYC
Calgary
BDL
Hartford
CA $723 Roundtrip, found 8 hours ago
CA $723
Roundtrip
found 8 hours ago
Select United flight, departing Tue, Sep 29 from Calgary to Hartford, returning Wed, Oct 14, priced at CA $723 found 8 hours ago
Air Canada
Wed, Oct 21 - Wed, Oct 28
YVR
Vancouver
ALB
Albany
CA $732 Roundtrip, found 1 day ago
CA $732
Roundtrip
found 1 day ago
Select Air Canada flight, departing Wed, Oct 21 from Vancouver to Albany, returning Wed, Oct 28, priced at CA $732 found 1 day ago
Alaska Airlines
Wed, Oct 21 - Wed, Oct 28
YVR
Vancouver
ALB
Albany
CA $774 Roundtrip, found 1 day ago
CA $774
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Wed, Oct 21 from Vancouver to Albany, returning Wed, Oct 28, priced at CA $774 found 1 day ago

Alternative airports

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Bradley Intl. BDL. Cheapest option available. Flights from CA $246
BDL
Bradley Intl.
Cheapest
Flights from CA $246

Frequently asked questions

How do I find cheap flights to The Berkshires that have flexible change policies?
At Expedia, we've been channeling our inner yogi to give you the most flexible fares around. Just check the "No change fee" box directly under the "Flexible change policies" subheading to find your ideal flight to The Berkshires.
Which airlines fly to The Berkshires?
Reserve your ticket with any of these popular airlines and look forward to new adventures in The Berkshires:

  • American Airlines - 889 flights to or near The Berkshires each month, including 546 flights to Bradley Intl. Airport (BDL) and 343 to Albany Intl. Airport (ALB) per month.
  • Southwest Airlines - 611 flights to or near The Berkshires each month, including 320 flights to Bradley Intl. Airport (BDL) and 290 to Albany Intl. Airport (ALB) per month.
  • Delta - 542 flights to or near The Berkshires each month, including 307 flights to Bradley Intl. Airport (BDL) and 234 to Albany Intl. Airport (ALB) per month.

How can I find cheap tickets to The Berkshires?
You'll always walk away with a fabulous deal with Expedia, but our "flexible dates" search function makes it even easier. Enter your preferred flight date, then click on the flexible dates link above to compare prices for nearby days. CA $568 was the cheapest price for a flight to The Berkshires in the last seven days.
How much is a flight to The Berkshires?
One-way flights taking off from Toronto (YYZ) sold for just CA $330 in the last seven days. During this period, the price of a return air ticket to The Berkshires varied between CA $568 and CA $774. If you spot a deal, grab it fast — these fares don't hang around for long.
What are the most popular airports to fly into in The Berkshires?
Deciding on an airport comes down to factors including your airline, budget and where you plan to explore. Here are your choices in The Berkshires:

  • Bradley Intl. Airport (BDL) - 2,012 flights per month.
  • Albany Intl. Airport (ALB) - 1,258 flights per month.

When is the cheapest time to fly to The Berkshires?
Try to leave early on in the week to secure a bargain fare to The Berkshires. Tuesday is normally the most cost-effective day to fly, with Monday running a close second. Saturday typically has the costliest prices. This is because lots of people choose to kick off their getaway on a weekend.
How much is a plane ticket to The Berkshires?
Seats to The Berkshires ranged from CA $568 to CA $774 in the last seven days. Usually, the earlier you make a reservation, the better the deal.
What are the best things to do in The Berkshires?

  • With so many wonderful things to see and do in Williamstown, it's not surprising that most tourists start their The Berkshires trip in this buzzing city. Spend your first couple of days checking out big attractions like Williams College before discovering some of this city's lesser-known highlights.
  • When thinking about what type of clothes to take on your trip, keep in mind that Williamstown has a humid continental climate. For a clearer idea of what to expect while you're there, check the weather before you take off.
  • When you want to get out and see more of this beautiful region, grab the keys to one of our low-priced car rentals and make your way to Boston. It's approximately 177 kilometres to the east of Williamstown and also has renowned tourist sights, such as Salem Harbour.

What is the best time to go to The Berkshires?
Almost anytime! The Berkshires is brimming with exciting things to do and places to explore, including the buzzing city of Pittsfield. June, July and August are the busiest months here. Plan your visit for the beginning of summer on June 20 and enjoy the warmth and sunshine. Temperatures usually range from 14ºC to 25ºC during this time.
What months are the cheapest to book a flight to The Berkshires?
A great month to book budget flights to The Berkshires is February. Bear in mind that in the USA, an expensive time to reserve a seat is the busy month of December.

Book with confidence

Expedia.ca gives you the best tools to secure great deals on flights to The Berkshires. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to The Berkshires. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to The Berkshires.

Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your The Berkshires flights with full confidence knowing that you've found the best deal online.

Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to The Berkshires.

Looking to save even more? Get additional savings by bundling your The Berkshires flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your The Berkshires trip!

Travel information

Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Destination city name
Hartford
Roundtrip price
CA $567

Trending flights to The Berkshires

Prices were available within the past 7 days and start at CA $330 for one-way flights and CA $568 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, Sep 5 - Sun, Sep 6
YYZ
Toronto
BDL
Hartford
CA $568 Roundtrip, found 7 hours ago
CA $568
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Sat, Sep 5 from Toronto to Hartford, returning Sun, Sep 6, priced at CA $568 found 7 hours ago

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