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Poughkeepsie

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Poughkeepsie Flights as Low as $151

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

Breeze Airways
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$151 Roundtrip, found 6 hours ago
$151
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $151 found 6 hours ago
Breeze Airways
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$156 Roundtrip, found 6 hours ago
$156
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $156 found 6 hours ago
Breeze Airways
Fri, Jun 20 - Fri, Jun 27
MCO
Orlando Intl.
HPN
Westchester County
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jun 20 from Orlando Intl. to Westchester County, returning Fri, Jun 27, priced at $159 found 1 day ago
Breeze Airways
Fri, Jun 20 - Fri, Jun 27
MCO
Orlando Intl.
HPN
Westchester County
$161 Roundtrip, found 1 day ago
$161
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jun 20 from Orlando Intl. to Westchester County, returning Fri, Jun 27, priced at $161 found 1 day ago
Breeze Airways
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$161 Roundtrip, found 6 hours ago
$161
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $161 found 6 hours ago
Breeze Airways
Fri, Jun 20 - Fri, Jun 27
MCO
Orlando Intl.
HPN
Westchester County
$164 Roundtrip, found 1 day ago
$164
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jun 20 from Orlando Intl. to Westchester County, returning Fri, Jun 27, priced at $164 found 1 day ago
Breeze Airways
Fri, Jun 20 - Fri, Jun 27
MCO
Orlando Intl.
HPN
Westchester County
$169 Roundtrip, found 1 day ago
$169
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jun 20 from Orlando Intl. to Westchester County, returning Fri, Jun 27, priced at $169 found 1 day ago
Breeze Airways
Thu, Jun 12 - Fri, Jun 13
MCO
Orlando Intl.
HPN
Westchester County
$170 Roundtrip, found 2 days ago
$170
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Jun 12 from Orlando Intl. to Westchester County, returning Fri, Jun 13, priced at $170 found 2 days ago
American Airlines
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$175 Roundtrip, found 6 hours ago
$175
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $175 found 6 hours ago
JetBlue Airways
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$175 Roundtrip, found 6 hours ago
$175
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $175 found 6 hours ago
Breeze Airways
Thu, Jun 12 - Mon, Jun 16
MCO
Orlando Intl.
SWF
Stewart Intl.
$177 Roundtrip, found 6 days ago
$177
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Jun 12 from Orlando Intl. to Stewart Intl., returning Mon, Jun 16, priced at $177 found 6 days ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$179 Roundtrip, found 23 hours ago
$179
Roundtrip
found 23 hours ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $179 found 23 hours ago
JetBlue Airways
Tue, Jun 17 - Tue, Jun 24
MCO
Orlando Intl.
HPN
Westchester County
$180 Roundtrip, found 1 day ago
$180
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Jun 17 from Orlando Intl. to Westchester County, returning Tue, Jun 24, priced at $180 found 1 day ago
American Airlines
Thu, Jun 19 - Thu, Jun 26
MCO
Orlando Intl.
HPN
Westchester County
$200 Roundtrip, found 1 day ago
$200
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Jun 19 from Orlando Intl. to Westchester County, returning Thu, Jun 26, priced at $200 found 1 day ago
Delta
Tue, Jul 22 - Tue, Jul 22
MCO
Orlando Intl.
HPN
Westchester County
$211 Roundtrip, found 3 days ago
$211
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Jul 22 from Orlando Intl. to Westchester County, returning Tue, Jul 22, priced at $211 found 3 days ago
Breeze Airways
Thu, Jun 12 - Mon, Jun 16
CHS
Charleston Intl.
HPN
Westchester County
$226 Roundtrip, found 1 day ago
$226
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Jun 12 from Charleston Intl. to Westchester County, returning Mon, Jun 16, priced at $226 found 1 day 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 $151, 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 $151 right now, why wait?

Poughkeepsie Flight Information
Destination airport
Westchester County
Destination airport IATA code
HPN
Roundtrip price
$200

Last Minute Hotel Deals in Poughkeepsie

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)
"Room was very comfortable. Desk clerks very friendly and helpful"

Reviewed on Jun 3, 2025

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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 ...
7.8/10 Good! (351 reviews)
"Decent place… rooms are small"

Reviewed on May 30, 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! (1,000 reviews)
"Friendly Service, Clean, very decent place and moderate pricing if you’re in need of a place to rest your head. Decent breakfast and great freshly ground coffee."

Reviewed on May 27, 2025

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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
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! (1,002 reviews)
"It was a special stay for us, Marist graduation weekend 2025. Unfortunately, there was a mixup with our reservation. The fabulous front desk staff did not let us down, Kat, Julia & Tianna went above & beyond to “fix” the situation quickly! In addition, Jason, the hotel manager made sure we were super ..."

Reviewed on May 29, 2025

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Hyatt Place Poughkeepsie / Hudson Valley
DoubleTree by Hilton Poughkeepsie
DoubleTree by Hilton Poughkeepsie
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! (1,004 reviews)
Great Stay!!
"I spent two nights here with my sister for some Poughkeepsie adventures and it was the perfect home base! Our room was really well appointed and we utilized the fridge and desk to our full advantage. We had leftover meals in the room and produced art at the desk together! I loved our interactions ..."

Reviewed on May 20, 2025

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DoubleTree by Hilton 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, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,001 reviews)
"Extremely long walk to our room for older people. The hotel is U-shaped with VERY LONG hallways & only 1 elevator on site"

Reviewed on May 7, 2025

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Courtyard by Marriott Poughkeepsie
Home2 Suites By Hilton Poughkeepsie
Home2 Suites By Hilton Poughkeepsie
3 out of 5
2619 South Road, Poughkeepsie, NY
Stay at this 3-star business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Locust Grove and McCann Golf ...
9.2/10 Wonderful! (256 reviews)
"Nice stay for the price. No complaints or concerns."

Reviewed on May 30, 2025

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Home2 Suites By Hilton Poughkeepsie
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! (144 reviews)
"One of the best US hotels in which I have stayed. Super cool decor with attention to details! Wonderful staff and amazing breakfast. Worth the cost!"

Reviewed on Jun 1, 2025

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The Heartwood
See all 2,456 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.