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Pittsfield

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Pittsfield Flights as Low as $325

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Cheap Flights to Pittsfield

Fall in love at first flight with your vacation to Pittsfield 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 Pittsfield on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Pittsfield, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Pittsfield

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Pittsfield 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 Pittsfield?

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 Pittsfield are in February, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Pittsfield?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Pittsfield.

What airport is best to fly into Pittsfield?

When you’re planning your trip to Pittsfield, convenience is the name of the game. Luckily, Pittsfield Pittsfield Municipal Airport is nearby so you can deplane and get going on checking off everything on your Pittsfield must-do list.

How much are flights to Pittsfield?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Pittsfield on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $325, 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 Pittsfield?

The trick to saving a stack of cash on your flight to Pittsfield? 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 $325 right now, why wait?

Pittsfield Flight Information
Destination airport
Albany Intl.
Destination airport IATA code
ALB
Roundtrip price
$304

Last Minute Hotel Deals in Pittsfield

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 $118 per night from Jan 24 to Jan 25
$118
includes taxes & fees
Jan 24 - Jan 25
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! (727 reviews)
Reliable, friendly
"Appreciated that the hotel offered free valet, especially given how cold it was. Check in was fast, courteous. Room was spacious and clean. Breakfast was good, reasonably priced. Check out was speedy and friendly. Hotel was still decorated for the holidays which made it festive looking. Could use ..."

Reviewed on Jan 13, 2025

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3 out of 5
8 Dan Fox Dr, Pittsfield, MA
The price is $186 per night from Jan 23 to Jan 24
$186
includes taxes & fees
Jan 23 - Jan 24
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (421 reviews)
An oldie but goodie
"Nice place. A bit dated and worn down in some ways but the rooms are very spacious amd the complex is huge. For a family, its very comfortable and the staff are nice."

Reviewed on Jan 20, 2025

Berkshire Mountain Lodge
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
The price is $114 per night from Jan 28 to Jan 29
$114
includes taxes & fees
Jan 28 - Jan 29
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! (1,003 reviews)
"Service was excellent. Very friendly front desk and breakfast staff."

Reviewed on Jan 10, 2025

Best Western Plus Berkshire Hills Inn & Suites
Hotel On North
Hotel On North
3.5 out of 5
297 North Street, Pittsfield, MA
The price is $122 per night from Jan 26 to Jan 27
$122
includes taxes & fees
Jan 26 - Jan 27
Stay at this 3.5-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (678 reviews)
"Hotel On North was amazing from start to finish. Check-in was smooth, and the staff made everything easy. The rooms were beautiful and thoughtfully designed, and the beds were super comfortable. The whole hotel has a unique and stylish vibe that stands out. From check-in to check-out, everything ..."

Reviewed on Jan 19, 2025

Hotel On North
Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield
3 out of 5
1032 South Street, Pittsfield, MA
The price is $166 per night from Jan 27 to Jan 28
$166
includes taxes & fees
Jan 27 - Jan 28
Stay at this 3-star hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (623 reviews)
Comfortable
"Comfortable room and beds. Great hot shower."

Reviewed on Jan 19, 2025

Hilton Garden Inn Lenox Pittsfield
Berkshire Inn
Berkshire Inn
2 out of 5
150 W Housatonic St, Pittsfield, MA
The price is $96 per night from Jan 23 to Jan 24
$96
includes taxes & fees
Jan 23 - Jan 24
Stay at this motel in Pittsfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (759 reviews)
Nice Motel, No Breakfast
"This is a nice motel, though there is no continental breakfast. There is a pot of coffee made at 7am. The rooms are clean and updated, the mattress is good, airconditioner in back wall, simple round thermostat for hot water radiator heating, mini-fridge is compressor type, microwave."

Reviewed on Nov 27, 2024

Berkshire Inn
Hotel Downstreet
Hotel Downstreet
3 out of 5
40 Main St, North Adams, MA
The price is $144 per night from Jan 23 to Jan 24
$144
includes taxes & fees
Jan 23 - Jan 24
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! (1,002 reviews)
"Easy to get to, nice location"

Reviewed on Jan 19, 2025

Hotel Downstreet
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is $108 per night from Feb 5 to Feb 6
$108
includes taxes & fees
Feb 5 - Feb 6
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! (479 reviews)
"I love this place! The staff is friendly, helpful and accommodating. The lobby and rooms are updated and gorgeous! There is an onsite bar and restaurant.Great location, minutes from restaurants and shopping (Lee Outlets, Marshall's and quaint boutiques)."

Reviewed on Jan 17, 2025

Life House 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.