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Poughkeepsie

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Poughkeepsie Flights as Low as $127

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Fri, Nov 13 - Sun, Nov 15
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$127 Roundtrip, found 4 days ago
$127
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Nov 13 from Raleigh - Durham Intl. to Westchester County, returning Sun, Nov 15, priced at $127 found 4 days ago
Breeze Airways
Fri, Nov 13 - Sun, Nov 15
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$132 Roundtrip, found 4 days ago
$132
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Nov 13 from Raleigh - Durham Intl. to Westchester County, returning Sun, Nov 15, priced at $132 found 4 days ago
Breeze Airways
Fri, Nov 13 - Sun, Nov 15
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$137 Roundtrip, found 4 days ago
$137
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Nov 13 from Raleigh - Durham Intl. to Westchester County, returning Sun, Nov 15, priced at $137 found 4 days ago
Breeze Airways
Wed, Sep 23 - Fri, Sep 25
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$139 Roundtrip, found 3 days ago
$139
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Sep 23 from Raleigh - Durham Intl. to Westchester County, returning Fri, Sep 25, priced at $139 found 3 days ago
Breeze Airways
Sat, Oct 3 - Sat, Oct 3
TPA
Tampa Intl.
SWF
Stewart Intl.
$150 Roundtrip, found 1 day ago
$150
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Oct 3 from Tampa Intl. to Stewart Intl., returning Sat, Oct 3, priced at $150 found 1 day ago
Breeze Airways
Thu, Sep 10 - Sat, Sep 12
MCO
Orlando Intl.
SWF
Stewart Intl.
$153 Roundtrip, found 4 days ago
$153
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to Stewart Intl., returning Sat, Sep 12, priced at $153 found 4 days ago
Breeze Airways
Sat, Sep 5 - Wed, Sep 23
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$180 Roundtrip, found 6 days ago
$180
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sat, Sep 5 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, Sep 23, priced at $180 found 6 days ago
Breeze Airways
Thu, Sep 17 - Tue, Sep 29
MCO
Orlando Intl.
HPN
Westchester County
$189 Roundtrip, just found
$189
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Sep 17 from Orlando Intl. to Westchester County, returning Tue, Sep 29, priced at $189 just found
American Airlines
Thu, Nov 26 - Tue, Dec 1
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$259 Roundtrip, found 14 hours ago
$259
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Thu, Nov 26 from Raleigh - Durham Intl. to Westchester County, returning Tue, Dec 1, priced at $259 found 14 hours ago
JetBlue Airways
Wed, Oct 7 - Tue, Oct 13
MCO
Orlando Intl.
HPN
Westchester County
$281 Roundtrip, found 2 days ago
$281
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Oct 7 from Orlando Intl. to Westchester County, returning Tue, Oct 13, priced at $281 found 2 days ago
American Airlines
Sat, Sep 12 - Sat, Sep 26
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
$291 Roundtrip, found 6 days ago
$291
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Sep 12 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Sat, Sep 26, priced at $291 found 6 days ago
Allegiant Air
Thu, Sep 3 - Sun, Sep 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$298 Roundtrip, found 5 days ago
$298
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Thu, Sep 3 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Sep 6, priced at $298 found 5 days ago
Breeze Airways
Sat, Oct 3 - Sun, Oct 11
TPA
Tampa Intl.
HPN
Westchester County
$299 Roundtrip, found 2 hours ago
$299
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Sat, Oct 3 from Tampa Intl. to Westchester County, returning Sun, Oct 11, priced at $299 found 2 hours ago
JetBlue Airways
Thu, Sep 24 - Tue, Sep 29
RSW
Southwest Florida Intl.
HPN
Westchester County
$317 Roundtrip, found 1 day ago
$317
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Sep 24 from Southwest Florida Intl. to Westchester County, returning Tue, Sep 29, priced at $317 found 1 day ago
Delta
Wed, Sep 30 - Sat, Oct 10
TPA
Tampa Intl.
HPN
Westchester County
$331 Roundtrip, found 2 days ago
$331
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Sep 30 from Tampa Intl. to Westchester County, returning Sat, Oct 10, priced at $331 found 2 days ago
Breeze Airways
Fri, Sep 4 - Mon, Sep 7
RSW
Southwest Florida Intl.
SWF
Stewart Intl.
$546 Roundtrip, found 4 hours ago
$546
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Fri, Sep 4 from Southwest Florida Intl. to Stewart Intl., returning Mon, Sep 7, priced at $546 found 4 hours ago

Cheap Flights to Poughkeepsie

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

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

Frequently Asked Questions About flights to Poughkeepsie

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

What is the cheapest month to fly to Poughkeepsie?

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 Poughkeepsie are in November, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Poughkeepsie?

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 Poughkeepsie.

What airport is best to fly into Poughkeepsie?

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

How much are flights to Poughkeepsie?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Poughkeepsie on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $127, 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 Poughkeepsie?

The trick to saving a stack of cash on your flight to Poughkeepsie? 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 $127 right now, why wait?

Poughkeepsie Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$149

Last Minute Hotel Deals in Poughkeepsie

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road Poughkeepsie NY
Stay at this hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,006 reviews)
"Rooms were clean and the beds were comfy. Even though the hotel seemed busy, didn’t hear a lot of commotion once inside the room. The rooms were in need of some renovations and could def use a refresh, but completely livable. The bathroom was much smaller than expected. Really disliked that when ..."

Reviewed on Aug 29, 2026

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Holiday Inn Express Poughkeepsie by IHG
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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Hyatt Place Poughkeepsie / Hudson Valley
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

4 out of 5
40 Civic Center Plz Poughkeepsie NY
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
8.4/10 Very Good! (1,007 reviews)
"Clean room. Excellent staff. Unfortunately, there was a loud altercation taking place on my floor in the middle of the night that woke me up. Can hear everything through the walls."

Reviewed on Aug 30, 2026

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DoubleTree by Hilton Poughkeepsie Convention Center
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd Poughkeepsie NY
Book a stay at this golf hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
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Hampton Inn & Suites Poughkeepsie
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A Poughkeepsie NY
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (574 reviews)
"Had two rooms. At check-in, the toilet in one room was broken and needed to be fixed. One bed didn't have a mattress, only what felt like a box spring. There was a bunched-up hair in the linens. The bathroom smelled like a wet rag."

Reviewed on Aug 29, 2026

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Quality Inn Poughkeepsie
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
2641 South Road/Route 9 Poughkeepsie NY
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.8/10 Excellent! (1,002 reviews)
"La limpieza"

Reviewed on Aug 30, 2026

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Courtyard by Marriott Poughkeepsie
Holiday Inn Poughkeepsie by IHG

Holiday Inn Poughkeepsie by IHG

3 out of 5
2170 South Rd Poughkeepsie NY
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (877 reviews)
"Weekend breakfast help needs some work the women that were there on Friday were very attentive made sure you lacked for nothing and cleaned up before you had a chance to do so yourself"

Reviewed on Aug 29, 2026

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Holiday Inn Poughkeepsie by IHG
Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

3 out of 5
2619 South Road Poughkeepsie NY
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Locust Grove and McCann Golf ...
9.4/10 Exceptional! (503 reviews)
"I called the front desk to get a change of beddings and new towels after a day there with 3 small children. The front desk lady told me no and their rooms is cleaned every other day. That wasn’t nice at all."

Reviewed on Aug 21, 2026

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Home2 Suites By Hilton Poughkeepsie
See all 2,499 properties in Poughkeepsie
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.