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Highland Falls

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Highland Falls Flights as Low as $197

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

JetBlue Airways
Mon, Jun 9 - Sat, Jun 14
RSW
Southwest Florida Intl.
HPN
Westchester County
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Jun 9 from Southwest Florida Intl. to Westchester County, returning Sat, Jun 14, priced at $197 found 1 day ago
Breeze Airways
Thu, Jun 12 - Mon, Jun 16
CHS
Charleston Intl.
HPN
Westchester County
$198 Roundtrip, found 9 hours ago
$198
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Thu, Jun 12 from Charleston Intl. to Westchester County, returning Mon, Jun 16, priced at $198 found 9 hours ago
JetBlue Airways
Wed, Jun 4 - Sat, Jun 14
RSW
Southwest Florida Intl.
HPN
Westchester County
$201 Roundtrip, found 1 day ago
$201
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Jun 4 from Southwest Florida Intl. to Westchester County, returning Sat, Jun 14, priced at $201 found 1 day ago
Breeze Airways
Thu, Jun 12 - Mon, Jun 16
CHS
Charleston Intl.
HPN
Westchester County
$203 Roundtrip, found 9 hours ago
$203
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Thu, Jun 12 from Charleston Intl. to Westchester County, returning Mon, Jun 16, priced at $203 found 9 hours ago
JetBlue Airways
Mon, Jun 9 - Thu, Jun 12
RSW
Southwest Florida Intl.
HPN
Westchester County
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Jun 9 from Southwest Florida Intl. to Westchester County, returning Thu, Jun 12, priced at $207 found 1 day ago
Breeze Airways
Thu, Jun 12 - Mon, Jun 16
CHS
Charleston Intl.
HPN
Westchester County
$208 Roundtrip, found 9 hours ago
$208
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Thu, Jun 12 from Charleston Intl. to Westchester County, returning Mon, Jun 16, priced at $208 found 9 hours ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$209 Roundtrip, found 1 day ago
$209
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $209 found 1 day ago
JetBlue Airways
Wed, Jun 4 - Thu, Jun 12
RSW
Southwest Florida Intl.
HPN
Westchester County
$211 Roundtrip, found 1 day ago
$211
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Jun 4 from Southwest Florida Intl. to Westchester County, returning Thu, Jun 12, priced at $211 found 1 day ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$214 Roundtrip, found 1 day ago
$214
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $214 found 1 day ago
JetBlue Airways
Mon, Jun 9 - Wed, Jun 11
RSW
Southwest Florida Intl.
HPN
Westchester County
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Jun 9 from Southwest Florida Intl. to Westchester County, returning Wed, Jun 11, priced at $217 found 1 day ago
Delta
Wed, Jun 4 - Tue, Jun 10
CHS
Charleston Intl.
HPN
Westchester County
$251 Roundtrip, found 8 hours ago
$251
Roundtrip
found 8 hours ago
Select Delta flight, departing Wed, Jun 4 from Charleston Intl. to Westchester County, returning Tue, Jun 10, priced at $251 found 8 hours ago
American Airlines
Thu, Jun 12 - Mon, Jun 16
CHS
Charleston Intl.
HPN
Westchester County
$261 Roundtrip, found 9 hours ago
$261
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Thu, Jun 12 from Charleston Intl. to Westchester County, returning Mon, Jun 16, priced at $261 found 9 hours ago
Delta
Thu, Jun 26 - Thu, Jun 26
CLE
Hopkins Intl.
HPN
Westchester County
$279 Roundtrip, found 1 day ago
$279
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Jun 26 from Hopkins Intl. to Westchester County, returning Thu, Jun 26, priced at $279 found 1 day ago
American Airlines
Wed, May 21 - Fri, May 30
SEA
Seattle - Tacoma Intl.
HPN
Westchester County
$307 Roundtrip, found 1 day ago
$307
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, May 21 from Seattle - Tacoma Intl. to Westchester County, returning Fri, May 30, priced at $307 found 1 day ago
Alaska Airlines
Wed, May 21 - Sat, May 31
SEA
Seattle - Tacoma Intl.
HPN
Westchester County
$424 Roundtrip, found 1 day ago
$424
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Wed, May 21 from Seattle - Tacoma Intl. to Westchester County, returning Sat, May 31, priced at $424 found 1 day ago
JetBlue Airways
Fri, May 2 - Sun, May 4
PBI
Palm Beach Intl.
HPN
Westchester County
$510 Roundtrip, found 1 day ago
$510
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, May 2 from Palm Beach Intl. to Westchester County, returning Sun, May 4, priced at $510 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 June, 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 $197, 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 $197 right now, why wait?

Highland Falls Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$163

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
The price is $104 per night from May 7 to May 8
$104
includes taxes & fees
May 7 - May 8
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 ...
6/10 (706 reviews)
Great hotel, but rude desk clerk.
"The clerk was talking on his cellphone while he was checking me in. That is tremendously rude, and unprofessional."

Reviewed on Mar 3, 2025

FairBridge Inn & Suites at West Point
West Point Motel
West Point Motel
2.5 out of 5
156 Main Street, Highland Falls, NY
The price is $152 per night from May 4 to May 5
$152
includes taxes & fees
May 4 - May 5
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! (577 reviews)
West Point Motel a good bargain
"Clean and spacious room conveniently located near downtown and the Military Academy. Polite and attentive staff."

Reviewed on Apr 25, 2025

West Point Motel
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
The price is $141 per night from May 4 to May 5
$141
includes taxes & fees
May 4 - May 5
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)
"The staff, room and property were lovely. The view from the porch? Spectacular !!!"

Reviewed on Apr 28, 2025

Overlook Lodge at Bear Mountain
West Gate Inn Nyack
West Gate Inn Nyack
3 out of 5
26 Route 59, Nyack, NY
The price is $126 per night from May 4 to May 5
$126
includes taxes & fees
May 4 - May 5
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! (1,003 reviews)
"Quick and comfortable getaway not too far from the city."

Reviewed on Apr 30, 2025

West Gate Inn Nyack
La Quinta Inn & Suites by Wyndham Middletown
La Quinta Inn & Suites by Wyndham Middletown
2.5 out of 5
551 Route 211 E, Middletown, NY
The price is $150 per night from May 6 to May 7
$150
includes taxes & fees
May 6 - May 7
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (687 reviews)
"The receptionist is an absolute pro: friendly and eager to help improve our stay. She should be running the NYC Four Seasons... Anyway, location is great with Starbucks across the lot. Hotel is quiet and extremely clean. It looks brand new both inside and out. We'll keep coming again and again."

Reviewed on Apr 29, 2025

La Quinta Inn & Suites by Wyndham Middletown
Hotel Nyack, a JdV by Hyatt Hotel
Hotel Nyack, a JdV by Hyatt Hotel
4 out of 5
400 High Avenue, Nyack, NY
The price is $143 per night from May 26 to May 27
$143
includes taxes & fees
May 26 - May 27
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)
"Everything"

Reviewed on Apr 29, 2025

Hotel Nyack, a JdV by Hyatt Hotel
DoubleTree by Hilton Hotel Nanuet
DoubleTree by Hilton Hotel Nanuet
4 out of 5
425 E Route 59, Nanuet, NY
The price is $133 per night from May 26 to May 27
$133
includes taxes & fees
May 26 - May 27
Book a stay at this golf hotel in Nanuet. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,000 reviews)
"Will recommand!"

Reviewed on Apr 27, 2025

DoubleTree by Hilton Hotel Nanuet
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
The price is $124 per night from May 11 to May 12
$124
includes taxes & fees
May 11 - May 12
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! (1,000 reviews)
"Super clean"

Reviewed on Apr 28, 2025

HYATT house Fishkill/Poughkeepsie
See all 742 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.