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The Berkshires

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The Berkshires Flights as Low as $97

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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.

Just the right flight

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.

Frequently Asked Questions About flights to The Berkshires

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 September, 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 $97, 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 $97 right now, why wait?

Can I fly to The Berkshires right now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to  right now?” When it’s time to book your flight, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

The Berkshires Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$108

Last Minute Hotel Deals in The Berkshires

The Lenox Collection
The Lenox Collection
3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
The price is $89 per night from Jun 2 to Jun 3
$89
per night
Jun 2 - Jun 3
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (151 reviews)
"😊"

Reviewed on May 21, 2024

The Lenox Collection
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is $110 per night from May 30 to May 31
$110
per night
May 30 - May 31
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! (247 reviews)
"The custom fragrance by le labo 💕"

Reviewed on May 25, 2024

Life House Berkshires
Hotel Downstreet
Hotel Downstreet
3 out of 5
40 Main St, North Adams, MA
The price is $149 per night from May 30 to May 31
$149
per night
May 30 - May 31
Stay at this 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 in our ...
8.4/10 Very Good! (922 reviews)
"A great place to stay in North Adams. Clean, friendly and located just a couple of miles from an outstanding breakfast restaurant."

Reviewed on May 15, 2024

Hotel Downstreet
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
The price is $178 per night from May 30 to May 31
$178
per night
May 30 - May 31
Stay at this 3.5-star spa hotel in Stockbridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (887 reviews)
"Very comfortable beds. Quiet with very friendly staff. Wasn’t too thrilled with the antique bathtub, too high to step into safely for seniors."

Reviewed on May 18, 2024

The Red Lion Inn
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
The price is $116 per night from May 30 to May 31
$116
per night
May 30 - May 31
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 ...
9/10 Wonderful! (1,004 reviews)
"This is our go-to spot for short trips to the Berkshires. It's on a busy road, but set back from the street, and it's convenient to everything we need. Good breakfast (better than the one I had a much more expensive hotel in NYC last week) and it's clean and comfortable."

Reviewed on May 25, 2024

The Yankee, Trademark Collection by Wyndham
Quality Inn
Quality Inn
2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is $89 per night from May 30 to May 31
$89
per night
May 30 - May 31
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8/10 Very Good! (1,002 reviews)
"Competively price. Friendly staff."

Reviewed on May 19, 2024

Quality Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 out of 5
190 Meadow Street, South Lee, MA
The price is $139 per night from May 30 to May 31
$139
per night
May 30 - May 31
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the clean ...
8.8/10 Excellent! (470 reviews)
"Clean and spaciuos room. Nice landscape"

Reviewed on May 25, 2024

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3 out of 5
One West Street, Pittsfield, MA
The price is $114 per night from May 30 to May 31
$114
per night
May 30 - May 31
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (580 reviews)
"loved how close to downtown the property is, we walked whwre we could. parking garage is closed for renovations but the staff was great and provided free valet and parked our car close or in front of the doors most days to help with us having a small child and my husband using a cane. loved the bar ..."

Reviewed on May 18, 2024

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
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.