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Highland Falls

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Highland Falls Flights as Low as $152

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
$152 Roundtrip, found 11 hours ago
$152
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $152 found 11 hours ago
Breeze Airways
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$158 Roundtrip, found 11 hours ago
$158
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $158 found 11 hours ago
Breeze Airways
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$163 Roundtrip, found 11 hours ago
$163
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $163 found 11 hours ago
JetBlue Airways
Sat, Jul 19 - Mon, Jul 21
MCO
Orlando Intl.
HPN
Westchester County
$170 Roundtrip, found 6 days ago
$170
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Sat, Jul 19 from Orlando Intl. to Westchester County, returning Mon, Jul 21, priced at $170 found 6 days ago
JetBlue Airways
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$180 Roundtrip, found 11 hours ago
$180
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $180 found 11 hours ago
JetBlue Airways
Tue, Jul 22 - Sat, Jul 26
MCO
Orlando Intl.
HPN
Westchester County
$181 Roundtrip, found 12 hours ago
$181
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Tue, Jul 22 from Orlando Intl. to Westchester County, returning Sat, Jul 26, priced at $181 found 12 hours ago
JetBlue Airways
Tue, Jul 22 - Tue, Jul 22
MCO
Orlando Intl.
HPN
Westchester County
$185 Roundtrip, found 21 hours ago
$185
Roundtrip
found 21 hours ago
Select JetBlue Airways flight, departing Tue, Jul 22 from Orlando Intl. to Westchester County, returning Tue, Jul 22, priced at $185 found 21 hours ago
American Airlines
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$190 Roundtrip, found 11 hours ago
$190
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $190 found 11 hours ago
JetBlue Airways
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$190 Roundtrip, found 11 hours ago
$190
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $190 found 11 hours ago
American Airlines
Tue, Jul 22 - Tue, Jul 22
MCO
Orlando Intl.
HPN
Westchester County
$195 Roundtrip, found 21 hours ago
$195
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Tue, Jul 22 from Orlando Intl. to Westchester County, returning Tue, Jul 22, priced at $195 found 21 hours ago
Delta
Tue, Jul 22 - Sat, Jul 26
MCO
Orlando Intl.
HPN
Westchester County
$200 Roundtrip, found 12 hours ago
$200
Roundtrip
found 12 hours ago
Select Delta flight, departing Tue, Jul 22 from Orlando Intl. to Westchester County, returning Sat, Jul 26, priced at $200 found 12 hours ago
Breeze Airways
Tue, Jul 15 - Sat, Jul 19
CHS
Charleston Intl.
HPN
Westchester County
$208 Roundtrip, found 2 days ago
$208
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 15 from Charleston Intl. to Westchester County, returning Sat, Jul 19, priced at $208 found 2 days ago
Breeze Airways
Thu, Jul 3 - Sun, Jul 6
MCO
Orlando Intl.
SWF
Stewart Intl.
$212 Roundtrip, found 3 days ago
$212
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jul 3 from Orlando Intl. to Stewart Intl., returning Sun, Jul 6, priced at $212 found 3 days ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$217 Roundtrip, found 7 hours ago
$217
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $217 found 7 hours ago
Breeze Airways
Thu, Oct 2 - Mon, Oct 6
CVG
Cincinnati - Northern Kentucky Intl.
SWF
Stewart Intl.
$468 Roundtrip, found 1 day ago
$468
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Oct 2 from Cincinnati - Northern Kentucky Intl. to Stewart Intl., returning Mon, Oct 6, priced at $468 found 1 day ago
Fly Play
Fri, Jun 20 - Tue, Jun 24
STN
Stansted
SWF
Stewart Intl.
$835 Roundtrip, found 1 day ago
$835
Roundtrip
found 1 day ago
Select Fly Play flight, departing Fri, Jun 20 from Stansted to Stewart Intl., returning Tue, Jun 24, priced at $835 found 1 day ago

Cheap Flights to Highland Falls

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

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

Frequently Asked Questions About flights to Highland Falls

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

What is the cheapest month to fly to Highland Falls?

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 Highland Falls are in July, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Highland Falls?

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 Highland Falls.

What airport is best to fly into Highland Falls?

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

How much are flights to Highland Falls?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Highland Falls on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $152, 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 Highland Falls?

The trick to saving a stack of cash on your flight to Highland Falls? 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 $152 right now, why wait?

Highland Falls Flight Information
Destination airport
Westchester County
Destination airport IATA code
HPN
Roundtrip price
$151

Last Minute Hotel Deals in Highland Falls

FairBridge Inn & Suites at West Point
FairBridge Inn & Suites at West Point
2 out of 5
17 Main St, Highland Falls, NY
Book a stay at this business-friendly motel in Highland Falls. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in ...
6.2/10 (725 reviews)
"The location was not quite as close as the ad said. 2.5 miles from west point is not a 7 minute walk. For $500. they could have offered breakfast and upscale the unit."

Reviewed on May 30, 2025

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FairBridge Inn & Suites at West Point
West Point Motel
West Point Motel
2.5 out of 5
156 Main Street, Highland Falls, NY
Book a stay at this business-friendly motel in Highland Falls. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8.2/10 Very Good! (588 reviews)
"Convenient location to stores in town."

Reviewed on Jun 15, 2025

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West Point Motel
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
Stay at this 3-star business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,016 reviews)
"Hotel was good, fairly clean. Older property. Simple room with plenty of space for 2 people."

Reviewed on Jun 15, 2025

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HYATT house Fishkill/Poughkeepsie
West Gate Inn Nyack
West Gate Inn Nyack
3 out of 5
26 Route 59, Nyack, NY
Stay at this 3-star business-friendly hotel in Nyack. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7.4/10 Good! (1,009 reviews)
"Excellent service."

Reviewed on Jun 18, 2025

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West Gate Inn Nyack
Hotel Nyack, a JdV by Hyatt Hotel
Hotel Nyack, a JdV by Hyatt Hotel
4 out of 5
400 High Avenue, Nyack, NY
Stay at this 4-star business-friendly hotel in Nyack. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff ...
8.4/10 Very Good! (1,001 reviews)
Great for EV drivers!
"This hotel had EV charging and as long as you stay there it was a free service. They also answered my questions before my stay affirming they both had these level 2 chargers and they were complimentary. I really appreciated that. The place was clean and had very easy access to the highway. I wish ..."

Reviewed on Jun 16, 2025

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Hotel Nyack, a JdV by Hyatt Hotel
Sonesta Simply Suites Nanuet
Sonesta Simply Suites Nanuet
2.5 out of 5
20 Overlook Blvd, Nanuet, NY
Book a stay at this business-friendly hotel in Nanuet. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,006 reviews)
"The room and it's amenities were very well received and appreciated A very nice place to spend a few nights."

Reviewed on Jun 14, 2025

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Sonesta Simply Suites Nanuet
Best Western The Inn At Ramsey
Best Western The Inn At Ramsey
3 out of 5
1315 Route 17 South, Ramsey, NJ
Stay at this 3-star business-friendly hotel in Ramsey. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7.2/10 Good! (1,003 reviews)
"N/A"

Reviewed on Jun 14, 2025

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Best Western The Inn At Ramsey
Overlook Lodge at Bear Mountain
Overlook Lodge at Bear Mountain
2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
Book a stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (1,001 reviews)
"Nice, great location"

Reviewed on Jun 16, 2025

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Overlook Lodge at Bear Mountain
See all 767 properties in Highland Falls
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.