Cheap Flights from Boston (BOS) to Poughkeepsie (POU)

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Flights from Boston (BOS) to Poughkeepsie (POU)
Origin airport
Logan Intl.
Destination airport
Dutchess County
Distance
155 mi

Boston to Poughkeepsie Flights

The cheapest times to fly from Boston to Poughkeepsie

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Boston to Poughkeepsie are during the month of . You can find some of the cheapest flights from Boston to Poughkeepsie with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Boston to Poughkeepsie

Sunday is one of the best days to book for cheap flights from Boston to Poughkeepsie: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Boston to Poughkeepsie

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Boston to Poughkeepsie in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Boston to Poughkeepsie flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Boston to Poughkeepsie airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

Is it cheaper to buy a plane ticket from BOS to POU last minute?
When it’s time to book your flights, being prepared pays dividends. While it’s possible to score a deal on a Logan Intl. Airport (BOS) to Hudson Valley Regional Airport flight at the last minute, tickets usually don’t get cheaper as the departure date nears. Based on flight pricing and demand studies in 2022, we have found that the sweet spot to lock in a domestic flight is between 28 – 35 days in advance. For international flights it’s between three and four months.
What airports do you fly into for Wappingers Falls from Boston?
With Dutchess County Airport (POU), Stewart Intl. Airport (SWF) and Westchester County Airport (HPN) to pick from, flying from Boston to Wappingers Falls is simple. The city’s major gateway, Dutchess County Airport (POU), is about 2 mi northeast of the center. Apart from the price of tickets, consider factors like train or bus options from the airport and the distance to your hotel when choosing where to fly into. Get your Wappingers Falls adventure off to an awesome start by visiting Poughkeepsie Galleria and Benmarl Vineyards and Winery.
Can I change the date of my flight from Logan Intl. Airport to Hudson Valley Regional Airport?
It’s a breeze to make changes to your Logan Intl. Airport to Dutchess County Airport (POU) trip yourself. Log in to the Expedia Trips portal and tap “change flight.” Browse around for new flights and choose the one that fits your new plans. You’ll see an estimate of any flight change fees. Alternatively, visit our Customer Service portal to connect with our Virtual Agent and get answers to all your questions.

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