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Poughkeepsie

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Poughkeepsie Flights as Low as $166

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

Breeze Airways
Thu, Jul 24 - Mon, Jul 28
MCO
Orlando Intl.
HPN
Westchester County
$166 Roundtrip, found 1 day ago
$166
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Jul 24 from Orlando Intl. to Westchester County, returning Mon, Jul 28, priced at $166 found 1 day ago
Breeze Airways
Fri, Jul 25 - Sun, Jul 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$167 Roundtrip, found 5 days ago
$167
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Jul 25 from Orlando Intl. to Stewart Intl., returning Sun, Jul 27, priced at $167 found 5 days ago
Breeze Airways
Mon, Jul 28 - Thu, Jul 31
MCO
Orlando Intl.
HPN
Westchester County
$169 Roundtrip, found 1 day ago
$169
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Jul 28 from Orlando Intl. to Westchester County, returning Thu, Jul 31, priced at $169 found 1 day ago
JetBlue Airways
Mon, Jul 28 - Thu, Jul 31
MCO
Orlando Intl.
HPN
Westchester County
$169 Roundtrip, found 1 day ago
$169
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Jul 28 from Orlando Intl. to Westchester County, returning Thu, Jul 31, priced at $169 found 1 day ago
Breeze Airways
Fri, Jul 25 - Sun, Jul 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$172 Roundtrip, found 5 days ago
$172
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Jul 25 from Orlando Intl. to Stewart Intl., returning Sun, Jul 27, priced at $172 found 5 days ago
Breeze Airways
Mon, Jul 28 - Thu, Jul 31
MCO
Orlando Intl.
HPN
Westchester County
$174 Roundtrip, found 1 day ago
$174
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Jul 28 from Orlando Intl. to Westchester County, returning Thu, Jul 31, priced at $174 found 1 day ago
Breeze Airways
Thu, Jul 24 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$175 Roundtrip, found 9 hours ago
$175
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Thu, Jul 24 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $175 found 9 hours ago
Breeze Airways
Fri, Jul 25 - Sun, Jul 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$177 Roundtrip, found 5 days ago
$177
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Jul 25 from Orlando Intl. to Stewart Intl., returning Sun, Jul 27, priced at $177 found 5 days ago
Breeze Airways
Fri, Aug 1 - Sun, Aug 3
MCO
Orlando Intl.
SWF
Stewart Intl.
$178 Roundtrip, found 5 days ago
$178
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Stewart Intl., returning Sun, Aug 3, priced at $178 found 5 days ago
Breeze Airways
Thu, Aug 14 - Sun, Aug 17
MCO
Orlando Intl.
SWF
Stewart Intl.
$180 Roundtrip, found 1 day ago
$180
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Aug 14 from Orlando Intl. to Stewart Intl., returning Sun, Aug 17, priced at $180 found 1 day ago
JetBlue Airways
Tue, Oct 21 - Sat, Oct 25
PBI
Palm Beach Intl.
HPN
Westchester County
$181 Roundtrip, found 11 hours ago
$181
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Tue, Oct 21 from Palm Beach Intl. to Westchester County, returning Sat, Oct 25, priced at $181 found 11 hours ago
Delta
Wed, Aug 6 - Tue, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$197 Roundtrip, found 11 hours ago
$197
Roundtrip
found 11 hours ago
Select Delta flight, departing Wed, Aug 6 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Tue, Aug 12, priced at $197 found 11 hours ago
American Airlines
Thu, Jul 24 - Mon, Jul 28
MCO
Orlando Intl.
HPN
Westchester County
$200 Roundtrip, found 1 day ago
$200
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Jul 24 from Orlando Intl. to Westchester County, returning Mon, Jul 28, priced at $200 found 1 day ago
Delta
Wed, Oct 8 - Wed, Oct 15
MCI
Kansas City Intl.
HPN
Westchester County
$357 Roundtrip, found 8 hours ago
$357
Roundtrip
found 8 hours ago
Select Delta flight, departing Wed, Oct 8 from Kansas City Intl. to Westchester County, returning Wed, Oct 15, priced at $357 found 8 hours ago
Delta
Sat, Oct 11 - Tue, Oct 14
MSO
Missoula Intl.
HPN
Westchester County
$357 Roundtrip, found 8 hours ago
$357
Roundtrip
found 8 hours ago
Select Delta flight, departing Sat, Oct 11 from Missoula Intl. to Westchester County, returning Tue, Oct 14, priced at $357 found 8 hours ago
American Airlines
Thu, Jul 17 - Sun, Jul 20
LEX
Blue Grass
HPN
Westchester County
$419 Roundtrip, found 13 hours ago
$419
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Thu, Jul 17 from Blue Grass to Westchester County, returning Sun, Jul 20, priced at $419 found 13 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 July, 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 $166, 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 $166 right now, why wait?

Poughkeepsie Flight Information
Destination airport
Westchester County
Destination airport IATA code
HPN
Roundtrip price
$169

Last Minute Hotel Deals in 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 ...
7.8/10 Good! (368 reviews)
"Hotel was nicely situated to the walk way over the Hudson fireworks. Staff was very friendly. Suggestions-heat the pool. Also Room we were in was situated next to the stairwell. It was a little hard to sleep due to stairwell door slamming and people walking in stairwell throughout the evening. Would ..."

Reviewed on Jul 11, 2025

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Quality Inn 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. ...
8.6/10 Excellent! (1,001 reviews)
"Receptionist or front desk people should made feel visitors welcome, with at least a smiling face"

Reviewed on Jul 9, 2025

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Holiday Inn Express Poughkeepsie by IHG
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 ...
8.6/10 Excellent! (1,002 reviews)
"The staff are absolutely lovely, hotel was clean and breakfast was as expected There were a few things out of order, hot tub maintenance and a door but they were being fixed and it did not impact our stay."

Reviewed on Jul 4, 2025

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Hampton Inn & Suites Poughkeepsie
DoubleTree by Hilton Poughkeepsie Convention Center
DoubleTree by Hilton Poughkeepsie Convention Center
4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
Stay at this 4-star business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
8.2/10 Very Good! (1,000 reviews)
"We had a few mishaps like a broken shower/AC but the staff were great and did what they could to accommodate. I can’t speak highly enough of the staff. Harvey (I think is his name), Jose, and Natasha to name a few were great. But then again, no one was bad. They placed us on the top floor and it ..."

Reviewed on Jul 6, 2025

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DoubleTree by Hilton Poughkeepsie Convention Center
Holiday Inn Poughkeepsie by IHG
Holiday Inn Poughkeepsie by IHG
3 out of 5
2170 South Rd, Poughkeepsie, NY
Stay at this 3-star business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (751 reviews)
"Very quiet"

Reviewed on Jul 8, 2025

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Holiday Inn Poughkeepsie by IHG
The Heartwood
The Heartwood
2.5 out of 5
165 College Avenue, Poughkeepsie, NY
Stay at this hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Frances Lehman Loeb Art Center and Vassar Golf Course ...
9.8/10 Exceptional! (167 reviews)
"The hotel is modern but so warm and inviting. The beds are extremely comfortable. The complimentary breakfast was tasty and I truly appreciated being able to order a cappuccino as well. Perfect stop on our road trip through Vassar!"

Reviewed on Jul 8, 2025

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The Heartwood
Hyatt Place Poughkeepsie / Hudson Valley
Hyatt Place Poughkeepsie / Hudson Valley
3 out of 5
2165 South Road, Poughkeepsie, NY
Stay at this 3-star business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
8.6/10 Excellent! (1,001 reviews)
"I like everything."

Reviewed on Jul 1, 2025

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Hyatt Place Poughkeepsie / Hudson Valley
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, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,006 reviews)
"Room was clean bed was very comfortable"

Reviewed on Jul 7, 2025

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Courtyard by Marriott Poughkeepsie
See all 2,487 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.