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Pittsfield Flights as Low as $140
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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 March, 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 15 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 $140, 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 $140 right now, why wait?
Destination airport | Albany Intl. |
|---|---|
Destination airport IATA code | ALB |
Roundtrip price | $385 |
Last Minute Hotel Deals in Pittsfield
Berkshire Mountain Lodge
What a great find! Fantastic accommodations with great customer service. My kids asked if they could take the pull out couch home with them it was so comfy. We enjoyed the pool and hot tub. The staff graciously allowed us a late checkout and the maintenance and grounds crew was impressive. They kept ...
Reviewed on Jan 31, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
generally good
Reviewed on Jan 19, 2026
Best Western Plus Berkshire Hills Inn & Suites
Great place, room was clean and spacious. Breakfast time could last a little longer though, ending time was 9:30am, maybe extending until 11am is best. But overall was great.
Reviewed on Jan 20, 2026
Hotel On North
Great staff, beautiful hotel. Would definitely recommend
Reviewed on Jan 27, 2026
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
room was very nice
Reviewed on Jan 24, 2026
Hilton Garden Inn Lenox Pittsfield
👍
Reviewed on Jan 26, 2026
The Central Downtown Inn & Suites
Checked in was easy, instructions were easy to follow. Only one staff member but he was very responsive to issues/concern. We booked 2 rooms but one room was on another building and it was outdated. Rooms were cleaned but there was this musty smell on the hallway. Overall, good stay, close to 2 ski ...
Reviewed on Feb 2, 2026
Berkshire Inn
The room is good, it’s clean. However need more lighting in room, except for bathroom are so super clean and beautiful setting!! Bed is very comfortable to sleep, easily to sleep quickly. I would come back again when I use this place.
Reviewed on Dec 3, 2025
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