Cheap Flights to The Berkshires , MA from CA $314

View CA $314 flight on Mon, May 25, 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 $314 for one-way flights and CA $560 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Mon, Oct 19 - Tue, Nov 3
YYJ
Victoria
ALB
Albany
CA $560 Roundtrip, found 1 day ago
CA $560
Roundtrip
found 1 day ago
Select Air Canada flight, departing Mon, Oct 19 from Victoria to Albany, returning Tue, Nov 3, priced at CA $560 found 1 day ago
United
Tue, Sep 1 - Tue, Sep 15
YYJ
Victoria
ALB
Albany
CA $560 Roundtrip, found 1 day ago
CA $560
Roundtrip
found 1 day ago
Select United flight, departing Tue, Sep 1 from Victoria to Albany, returning Tue, Sep 15, priced at CA $560 found 1 day ago
Delta
Thu, Apr 30 - Tue, May 5
YYJ
Victoria
ALB
Albany
CA $570 Roundtrip, found 1 day ago
CA $570
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Apr 30 from Victoria to Albany, returning Tue, May 5, priced at CA $570 found 1 day ago
American Airlines
Wed, Aug 26 - Wed, Sep 2
YYZ
Toronto
BDL
Hartford
CA $644 Roundtrip, found 3 days ago
CA $644
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Aug 26 from Toronto to Hartford, returning Wed, Sep 2, priced at CA $644 found 3 days ago
JetBlue Airways
Mon, May 4 - Thu, May 7
YVR
Vancouver
BDL
Hartford
CA $775 Roundtrip, found 2 days ago
CA $775
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, May 4 from Vancouver to Hartford, returning Thu, May 7, priced at CA $775 found 2 days ago

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 $560 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 Victoria (YYJ) sold for just CA $314 in the last seven days. During this period, the price of a return air ticket to The Berkshires varied between CA $560 and CA $775. 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 $560 to CA $775 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.

Travel information

Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Destination city name
Hartford
Roundtrip price
CA $544

Trending flights to The Berkshires

Prices were available within the past 7 days and start at CA $314 for one-way flights and CA $560 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Tue, Sep 1 - Tue, Sep 15
YYJ
Victoria
ALB
Albany
CA $560 Roundtrip, found 1 day ago
CA $560
Roundtrip
found 1 day ago
Select United flight, departing Tue, Sep 1 from Victoria to Albany, returning Tue, Sep 15, priced at CA $560 found 1 day ago

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